Diastereodivergent chiral aldehyde catalysis for asymmetric 1,6-conjugated addition and Mannich reactions
Chiral aldehyde catalysis is a burgeoning strategy for the catalytic asymmetric α-functionalization of aminomethyl compounds. However, the reaction types are limited and to date include no examples of stereodivergent catalysis. In this work, we disclose two chiral aldehyde-catalysed diastereodiverge...
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| Published in | Nature communications Vol. 11; no. 1; pp. 5372 - 11 |
|---|---|
| Main Authors | , , , , , , , , |
| Format | Journal Article |
| Language | English |
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Nature Publishing Group UK
23.10.2020
Nature Publishing Group Nature Portfolio |
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| Abstract | Chiral aldehyde catalysis is a burgeoning strategy for the catalytic asymmetric α-functionalization of aminomethyl compounds. However, the reaction types are limited and to date include no examples of stereodivergent catalysis. In this work, we disclose two chiral aldehyde-catalysed diastereodivergent reactions: a 1,6-conjugate addition of amino acids to
para
-quinone methides and a bio-inspired Mannich reaction of pyridinylmethanamines and imines. Both the
syn
- and
anti
-products of these two reactions can be obtained in moderate to high yields, diastereo- and enantioselectivities. Four potential reaction models produced by DFT calculations are proposed to explain the observed stereoselective control. Our work shows that chiral aldehyde catalysis based on a reversible imine formation principle is applicable for the α-functionalization of both amino acids and aryl methylamines, and holds potential to promote a range of asymmetric transformations diastereoselectively.
Chiral aldehyde catalysis is a useful strategy in the catalytic asymmetric α-functionalization of amino methyl compounds but these reaction types are limited. Here, the authors report two chiral aldehyde-catalysed diastereodivergent reactions, namely, a 1,6-conjugate addition and a bio-inspired Mannich reaction. |
|---|---|
| AbstractList | Chiral aldehyde catalysis is a burgeoning strategy for the catalytic asymmetric α-functionalization of aminomethyl compounds. However, the reaction types are limited and to date include no examples of stereodivergent catalysis. In this work, we disclose two chiral aldehyde-catalysed diastereodivergent reactions: a 1,6-conjugate addition of amino acids to
para
-quinone methides and a bio-inspired Mannich reaction of pyridinylmethanamines and imines. Both the
syn
- and
anti
-products of these two reactions can be obtained in moderate to high yields, diastereo- and enantioselectivities. Four potential reaction models produced by DFT calculations are proposed to explain the observed stereoselective control. Our work shows that chiral aldehyde catalysis based on a reversible imine formation principle is applicable for the α-functionalization of both amino acids and aryl methylamines, and holds potential to promote a range of asymmetric transformations diastereoselectively.
Chiral aldehyde catalysis is a useful strategy in the catalytic asymmetric α-functionalization of amino methyl compounds but these reaction types are limited. Here, the authors report two chiral aldehyde-catalysed diastereodivergent reactions, namely, a 1,6-conjugate addition and a bio-inspired Mannich reaction. Chiral aldehyde catalysis is a burgeoning strategy for the catalytic asymmetric α-functionalization of aminomethyl compounds. However, the reaction types are limited and to date include no examples of stereodivergent catalysis. In this work, we disclose two chiral aldehyde-catalysed diastereodivergent reactions: a 1,6-conjugate addition of amino acids to para-quinone methides and a bio-inspired Mannich reaction of pyridinylmethanamines and imines. Both the syn- and anti-products of these two reactions can be obtained in moderate to high yields, diastereo- and enantioselectivities. Four potential reaction models produced by DFT calculations are proposed to explain the observed stereoselective control. Our work shows that chiral aldehyde catalysis based on a reversible imine formation principle is applicable for the α-functionalization of both amino acids and aryl methylamines, and holds potential to promote a range of asymmetric transformations diastereoselectively.Chiral aldehyde catalysis is a useful strategy in the catalytic asymmetric α-functionalization of amino methyl compounds but these reaction types are limited. Here, the authors report two chiral aldehyde-catalysed diastereodivergent reactions, namely, a 1,6-conjugate addition and a bio-inspired Mannich reaction. Chiral aldehyde catalysis is a useful strategy in the catalytic asymmetric α-functionalization of amino methyl compounds but these reaction types are limited. Here, the authors report two chiral aldehyde-catalysed diastereodivergent reactions, namely, a 1,6-conjugate addition and a bio-inspired Mannich reaction. Chiral aldehyde catalysis is a burgeoning strategy for the catalytic asymmetric α-functionalization of aminomethyl compounds. However, the reaction types are limited and to date include no examples of stereodivergent catalysis. In this work, we disclose two chiral aldehyde-catalysed diastereodivergent reactions: a 1,6-conjugate addition of amino acids to para-quinone methides and a bio-inspired Mannich reaction of pyridinylmethanamines and imines. Both the syn- and anti-products of these two reactions can be obtained in moderate to high yields, diastereo- and enantioselectivities. Four potential reaction models produced by DFT calculations are proposed to explain the observed stereoselective control. Our work shows that chiral aldehyde catalysis based on a reversible imine formation principle is applicable for the α-functionalization of both amino acids and aryl methylamines, and holds potential to promote a range of asymmetric transformations diastereoselectively.Chiral aldehyde catalysis is a burgeoning strategy for the catalytic asymmetric α-functionalization of aminomethyl compounds. However, the reaction types are limited and to date include no examples of stereodivergent catalysis. In this work, we disclose two chiral aldehyde-catalysed diastereodivergent reactions: a 1,6-conjugate addition of amino acids to para-quinone methides and a bio-inspired Mannich reaction of pyridinylmethanamines and imines. Both the syn- and anti-products of these two reactions can be obtained in moderate to high yields, diastereo- and enantioselectivities. Four potential reaction models produced by DFT calculations are proposed to explain the observed stereoselective control. Our work shows that chiral aldehyde catalysis based on a reversible imine formation principle is applicable for the α-functionalization of both amino acids and aryl methylamines, and holds potential to promote a range of asymmetric transformations diastereoselectively. Chiral aldehyde catalysis is a burgeoning strategy for the catalytic asymmetric α-functionalization of aminomethyl compounds. However, the reaction types are limited and to date include no examples of stereodivergent catalysis. In this work, we disclose two chiral aldehyde-catalysed diastereodivergent reactions: a 1,6-conjugate addition of amino acids to para -quinone methides and a bio-inspired Mannich reaction of pyridinylmethanamines and imines. Both the syn - and anti -products of these two reactions can be obtained in moderate to high yields, diastereo- and enantioselectivities. Four potential reaction models produced by DFT calculations are proposed to explain the observed stereoselective control. Our work shows that chiral aldehyde catalysis based on a reversible imine formation principle is applicable for the α-functionalization of both amino acids and aryl methylamines, and holds potential to promote a range of asymmetric transformations diastereoselectively. |
| ArticleNumber | 5372 |
| Author | Wu, Zhao-Wei Ouyang, Qin Guo, Qi-Xiang Yuan, Yi Cai, Tian Luo, Ming-Jing Wen, Wei Liu, Jian-Hua Wu, Zhu-Lian |
| Author_xml | – sequence: 1 givenname: Wei orcidid: 0000-0001-5100-8545 surname: Wen fullname: Wen, Wei email: wenwei1989@swu.edu.cn organization: Key Laboratory of Applied Chemistry of Chongqing Municipality, and Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University – sequence: 2 givenname: Ming-Jing surname: Luo fullname: Luo, Ming-Jing organization: Key Laboratory of Applied Chemistry of Chongqing Municipality, and Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University – sequence: 3 givenname: Yi orcidid: 0000-0002-5377-5737 surname: Yuan fullname: Yuan, Yi organization: College of Pharmacy, Third Military Medical University – sequence: 4 givenname: Jian-Hua orcidid: 0000-0002-0733-0980 surname: Liu fullname: Liu, Jian-Hua organization: Key Laboratory of Applied Chemistry of Chongqing Municipality, and Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University – sequence: 5 givenname: Zhu-Lian orcidid: 0000-0001-8444-4028 surname: Wu fullname: Wu, Zhu-Lian organization: Key Laboratory of Applied Chemistry of Chongqing Municipality, and Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University – sequence: 6 givenname: Tian orcidid: 0000-0003-3288-4288 surname: Cai fullname: Cai, Tian organization: Key Laboratory of Applied Chemistry of Chongqing Municipality, and Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University – sequence: 7 givenname: Zhao-Wei orcidid: 0000-0002-7083-601X surname: Wu fullname: Wu, Zhao-Wei organization: Key Laboratory of Applied Chemistry of Chongqing Municipality, and Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University – sequence: 8 givenname: Qin orcidid: 0000-0002-1161-5102 surname: Ouyang fullname: Ouyang, Qin email: ouyangq@tmmu.edu.cn organization: College of Pharmacy, Third Military Medical University – sequence: 9 givenname: Qi-Xiang orcidid: 0000-0002-0405-7958 surname: Guo fullname: Guo, Qi-Xiang email: qxguo@swu.edu.cn organization: Key Laboratory of Applied Chemistry of Chongqing Municipality, and Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University |
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| Cites_doi | 10.1021/jacs.8b06676 10.1007/978-3-642-58571-5 10.1021/ja207847p 10.1055/s-0037-1610914 10.1002/chem.201203462 10.1002/cjoc.201800478 10.1021/cs200593c 10.1021/jacs.9b01910 10.1002/anie.201807302 10.1021/jacs.7b12174 10.1039/c3sc53314j 10.1007/s11426-018-9345-5 10.1126/science.1237068 10.1021/jacs.6b06156 10.1039/C4CS00507D 10.7164/antibiotics.44.582 10.1016/j.ccr.2007.03.010 10.1021/ja900084k 10.1016/j.bmc.2015.03.069 10.1021/om1004918 10.1002/adsc.201601188 10.1021/ja510475n 10.1021/jm020916b 10.1021/ja0670409 10.3390/catal8070254 10.1002/asia.201800415 10.1021/jacs.5b10554 10.1021/jacs.6b13340 10.1002/anie.201305933 10.1021/acscatal.5b02619 10.1021/ja303320x 10.1021/acs.joc.6b00390 10.1002/chem.201604617 10.1002/anie.201808700 10.1002/cctc.201500176 10.1021/ja804527r 10.1021/acs.joc.7b02750 10.1126/science.aat4210 10.3109/9781420092394 10.1016/S0031-9422(98)00484-1 10.1021/acs.chemrev.7b00561 10.1021/cr9002352 10.1021/acs.orglett.5b02895 10.1002/anie.201106321 10.1016/j.chempr.2018.08.011 10.1039/C7CC07352F 10.1021/acs.orglett.8b00072 10.1016/S0167-7799(98)01240-2 10.1021/acs.chemrev.7b00437 10.1021/ja00137a032 10.1002/anie.201303928 10.1021/ja00284a078 10.1039/c3cs60068h 10.1021/ja055545d 10.1021/ja208867g 10.1021/ja00335a051 |
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| References | Atta-ur-RahmanShahwarDChoudharyMISenerBTokerGBaserKHCAlkaloids of bongardia chrysogonum APhytochemistry1999503333361:CAS:528:DyaK1MXns1yqsQ%3D%3D10.1016/S0031-9422(98)00484-1 KrautwaldSSarlahDSchafrothMACarreiraEMEnantio- and diastereodivergent dual catalysis: α-allylation of branched aldehydesScience2008340106510682013Sci...340.1065K10.1126/science.12370681:CAS:528:DC%2BC3sXot1Sru7o%3D ShiLChiral pyridoxal-catalyzed asymmetric biomimetic transamination of α-keto acidsOrg. Lett.201517578457871:CAS:528:DC%2BC2MXhvFWgt77O2658089310.1021/acs.orglett.5b02895 XuBCatalytic asymmetric direct α-alkylation of amino esters by aldehydes via imine activationChem. Sci.20145198819911:CAS:528:DC%2BC2cXlsFOrtbs%3D10.1039/c3sc53314j OliveiraMTLupariaMAudisioDMaulideNDual catalysis becomes diastereodivergentAngew. Chem., Int. Ed.20135213149131521:CAS:528:DC%2BC3sXhs1WmtrrK10.1002/anie.201305933 WangQGuQYouS-LEnantioselective carbonyl catalysis enabled by chiral aldehydesAngew. Chem., Int. Ed.201958681868251:CAS:528:DC%2BC1MXks1Siu7Y%3D10.1002/anie.201808700 ZaiSSubstituent effects of pyridine-amine nickel catalyst precursors on ethylene polymerizationACS Catal.201224334401:CAS:528:DC%2BC38XitVersLg%3D10.1021/cs200593c ChenJCarbonyl catalysis enables a biomimetic asymmetric Mannich reactionScience2018360143814422018Sci...360.1438C1:CAS:528:DC%2BC1cXht1SrtrbK2995497410.1126/science.aat4210 BeletskayaIPNájeraCYusMStereodivergent catalysisChem. Rev.2018118508052001:CAS:528:DC%2BC1cXnvFCiu7w%3D2967689510.1021/acs.chemrev.7b00561 HuoXHeRZhangXZhangWAn Ir/Zn dual catalysis for enantio- and diastereodivergent α-allylation of α-hydroxyketonesJ. Am. Chem. Soc.201613811093110961:CAS:528:DC%2BC28XhtlyqsrvL2754876110.1021/jacs.6b06156 Hesse, M. Alkaloids. Nature’s Curse or Blessing (Wiley-VCH, Weinheim, 2002). SunLChenXYEndersDAldehyde catalysis: new options for asymmetric organocatalytic reactionsChem201842026202810.1016/j.chempr.2018.08.0111:CAS:528:DC%2BC1cXhslaht7nN WenWChiral aldehyde catalysis for the catalytic asymmetric activation of glycine estersJ. Am. Chem. Soc.2018140977497801:CAS:528:DC%2BC1cXht12mtbbF2999540110.1021/jacs.8b06676 ParraATortosaMpara-Quinone methide: a new player in asymmetric catalysisChemCatChem20157152415261:CAS:528:DC%2BC2MXnt1Smt7c%3D10.1002/cctc.201500176 ChenJLiuYGongXShiLZhaoBBiomimetic chiral pyridoxal and pyridoxamine catalystsChin. J. Chem.2019371031121:CAS:528:DC%2BC1cXisF2gs77J PatilMDGroganGBommariusAYunHRecent advances in ω-transaminase-mediated biocatalysis for the enantioselective synthesis of chiral aminesCatalysts2018825427810.3390/catal80702541:CAS:528:DC%2BC1cXhtlKksbnP KanneDBAshworthDJChengMTMutterLCAboodLGSynthesis of the first highly potent bridged nicotinoid 9-Azabicyclo[4.2.1]nona[2,3-c]pyridine (pyrido[3,4-b]homotropane)J. Am. Chem. Soc.1986108786478651:CAS:528:DyaL2sXhvV2isw%3D%3D2228331610.1021/ja00284a078 TaylorPPPantaleoneDPSenkpeilRFFotheringhamIGNovel biosynthetic approaches to the production of unnatural amino acids using transaminasesTrends Biotechnol.1998164124181:CAS:528:DyaK1cXmslygt78%3D980783810.1016/S0167-7799(98)01240-2 LiuYEEnzyme-inspired axially chiral pyridoxamines armed with a cooperative lateral amine chain for enantioselective biomimetic transaminationJ. Am. Chem. Soc.201613807301073310.1021/jacs.5b105541:CAS:528:DC%2BC28XktFCrsA%3D%3D ChenLLuoM-JZhuFWenWGuoQ-XCombining chiral aldehyde catalysis and transition-metal catalysis for enantioselective α-allylic alkylation of amino acid estersJ. Am. Chem. Soc.2019141515951631:CAS:528:DC%2BC1MXls1alur0%3D3089693710.1021/jacs.9b01910 MiyazakiMDiscovery of DS-5272 as a promising candidate: a potent and orally active p53–MDM2 interaction inhibitorBioorg. Med. Chem.201523236027671:CAS:528:DC%2BC2MXlvVeks7g%3D2588253110.1016/j.bmc.2015.03.069 BihanMZhaoJC-GAdvances in asymmetric diastereodivergent catalysisAdv. Synth. Catal.201735953457510.1002/adsc.2016011881:CAS:528:DC%2BC2sXht1Oitrs%3D GuimondNMacDonaldMJLemieuxVBeaucheminAMCatalysis through temporary intramolecularity: mechanistic investigations on aldehyde-catalyzed cope-type hydroamination lead to yhe discovery of a more efficient tethering catalystJ. Am. Chem. Soc.201213416571165771:CAS:528:DC%2BC38Xhtlekt7fO2297100110.1021/ja303320x ConfalonePNHuieEMThe stabilized iminium ylide-olefin [3+2] cycloaddition reaction. Total synthesis of Sceletium alkaloid A4J. Am. Chem. Soc.1984106717571781:CAS:528:DyaL2cXmtFWms7Y%3D10.1021/ja00335a051 BarattaWChiral pincer ruthenium and osmium complexes for the fast and efficient hydrogen transfer reduction of ketonesOrganometallics201029356335701:CAS:528:DC%2BC3cXpt1Slt78%3D10.1021/om1004918 KrautwaldSCarreiraEMStereodivergence in asymmetric catalysisJ. Am. Chem. Soc.2017139562756391:CAS:528:DC%2BC2sXlslOhs74%3D2838440210.1021/jacs.6b13340 CaruanaLKniepFJohansenTKPoulsenPHJørgensenKAA new organocatalytic concept for asymmetric α-alkylation of aldehydesJ. Am. Chem. Soc.201413615929159321:CAS:528:DC%2BC2cXhvVSjsrjJ2536929410.1021/ja510475n Jacobsen, E. N., Pfaltz, A. & Yamamoto, H. Comprehensive Asymmetric Catalysis, Vols. I–III (Springer, New York, 1999). MacDonaldMJHespCRSchipperDJPesantMBeaucheminAMHighly enantioselective intermolecular hydroamination of allylic amines with chiral aldehydes as tethering ctalystsChem. -Eur. J.201319259726011:CAS:528:DC%2BC3sXntFGquw%3D%3D2330759110.1002/chem.201203462 BarókMUnexpected inversions in asymmetric reactions: reactions with chiral metal complexes, chiral organocatalysts, and heterogeneous chiralChem. Rev.20101101663170510.1021/cr90023521:CAS:528:DC%2BD1MXhtleisLrK LiB-JEl-NachefCBeaucheminAMOrganocatalysis using aldehydes: the development and improvement of catalytic hydroaminations, hydrations and hydrolysesChem. Commun.20175313192132041:CAS:528:DC%2BC2sXhslCms7fP10.1039/C7CC07352F ZhangZ-PXieK-XYangCLiMLiXAsymmetric synthesis of dihydrocoumarins through chiral phosphoric acid-catalyzed cycloannulation of para-quinone methides and azlactonesJ. Org. Chem.2018833643732018FrCh....6..364Z2921232310.1021/acs.joc.7b027501:CAS:528:DC%2BC2sXhvFaqtrnI CanaryJWAllenCSCastagnettoJMWangYConformationally driven, propeller-like chirality in labile coordination complexesJ. Am. Chem. Soc.1995117848484851:CAS:528:DyaK2MXntFCntb8%3D10.1021/ja00137a032 KwongH-LChiral pyridine-containing ligands in asymmetric catalysisCoord. Chem. Rev.2007251218822221:CAS:528:DC%2BD2sXhtVeqs7zN10.1016/j.ccr.2007.03.010 LiW-JEnantioselective organocatalytic 1,6-addition of azlactones to para-quinone methides: an access to α,α-disubstituted and β,β-diaryl-α-amino acid estersOrg. Lett.201820114211451:CAS:528:DC%2BC1cXhsVKmtLY%3D2936397710.1021/acs.orglett.8b00072 LinLFengXCatalytic strategies for diastereodivergent synthesisChem. Eur. J.201723646464821:CAS:528:DC%2BC2sXitVGksrw%3D2785980610.1002/chem.201604617 GongL-ZChiral aldehyde catalysis: a highly promising concept in asymmetric catalysisSci. China Chem.201962341:CAS:528:DC%2BC1cXhs1KksrrN10.1007/s11426-018-9345-5 WeiLZhuQXuS-MChangXWangC-JStereodivergent synthesis of α,α-disubstituted α‑amino acids via synergistic Cu/Ir catalysisJ. Am. Chem. Soc.2018140150815131:CAS:528:DC%2BC1cXksVOhsQ%3D%3D2930357810.1021/jacs.7b12174 ZhangX-ZDiastereoselective and enantioselective synthesis of unsymmetric β,β-diaryl-α-amino acid esters via organocatalytic 1,6-conjugate addition of para-quinone methidesJ. Org. Chem.201681565556621:CAS:528:DC%2BC28Xos12ntbs%3D2722428510.1021/acs.joc.6b00390 HuangYWaljiAMLarsenCHMacMillanDWCEnantioselective organo-cascade catalysisJ. Am. Chem. Soc.200512715051150531:CAS:528:DC%2BD2MXhtVKmtLnM1624864310.1021/ja055545d AokiMCyclothiazomycin, a novel polythiazole-containing peptide with renin nhibitory activityJ. Antibiot.1991445825881:CAS:528:DyaK3MXks12ruro%3D10.7164/antibiotics.44.582 LupariaMCatalytic asymmetric diastereodivergent deracemizationAngew. Chem., Int. Ed.20115012631126351:CAS:528:DC%2BC3MXhsVWlsb7F10.1002/anie.201106321 KellySAApplication of ω‑transaminases in the pharmaceutical industryChem. Rev.20181183493671:CAS:528:DC%2BC2sXhvFygsbbE2925191210.1021/acs.chemrev.7b00437 UllrichTConformationally constrained nicotines: polycyclic, bridged, and spiro-annulated analogues as novel ligands for the nicotinic acetylcholine receptorJ. Med. Chem.200245404740541:CAS:528:DC%2BD38XlvVGrsLw%3D1219032610.1021/jm020916b Carreira, E. M. & Kvaerno, L. Classics in Stereoselective Synthesis (Wiley, Weinheim, 2009). MacDonaldMJSchipperDJNgPJMoranJBeaucheminAMA catalytic tethering strategy: simple aldehydes catalyze intermolecular alkene hydroaminationsJ. Am. Chem. Soc.201113320100201031:CAS:528:DC%2BC3MXhsV2jurfE2209859510.1021/ja208867g RaoXEfficient synthesis of (-)-Corynoline by enantioselective palladium-catalyzed α-arylation with sterically hindered substratesAngew. Chem. Int. Ed.20185712328123321:CAS:528:DC%2BC1cXhs1Whs7zJ10.1002/anie.201807302 HeF-SDirect asymmetric synthesis of β-bis-aryl-α-amino acid esters via enantioselective copper-catalyzed addition of p-quinone methidesACS Catal.201666526561:CAS:528:DC%2BC2MXitVygtrrO10.1021/acscatal.5b02619 WangBWuFWangYLiuXDengLControl of diastereoselectivity in tandem asymmetric reactions generating nonadjacent stereocenters with bifunctional catalysis by cinchona alkaloidsJ. Am. Chem. Soc.20071297687691:CAS:528:DC%2BD2sXlsFyl1724380610.1021/ja0670409 YanX-XHighly diastereoselective switchable enantioselective Mannich reaction of glycine derivatives with iminesJ. Am. Chem. Soc.200813014362143631:CAS:528:DC%2BD1cXht1Squ7nJ1884189210.1021/ja804527r TianXDiastereodivergent asymmetric sulfa-Michael additions of α-branched enones using a single chiral organic catalystJ. Am. Chem. Soc.201113317934179411:CAS:528:DC%2BC3MXhtlSqsb%2FJ2193656110.1021/ja207847p NojiriAKumagaiNShibasakiMLinking structural dynamics and functional diversity in asymmetric catalysisJ. Am. Chem. Soc.2009131377937841:CAS:528:DC%2BD1MXit1eksLs%3D1923186710.1021/ja900084k XieYPanHLiuMXiaoXShiYProgress in asymmetric biomimetic transamination of carbonyl compoundsChem. Soc. Rev.201544174017481:CAS:528 Y Huang (19245_CR14) 2005; 127 S Zai (19245_CR51) 2012; 2 W Wen (19245_CR31) 2018; 140 S Krautwald (19245_CR15) 2008; 340 Y Xie (19245_CR45) 2015; 44 PN Confalone (19245_CR56) 1984; 106 W Baratta (19245_CR52) 2010; 29 H-L Kwong (19245_CR53) 2007; 251 J Chen (19245_CR32) 2018; 360 L Shi (19245_CR24) 2015; 17 JW Canary (19245_CR50) 1995; 117 YE Liu (19245_CR46) 2016; 138 L Wei (19245_CR19) 2018; 140 J Chen (19245_CR25) 2019; 37 DB Kanne (19245_CR57) 1986; 108 M Barók (19245_CR3) 2010; 110 A Parra (19245_CR34) 2015; 7 B List (19245_CR29) 2018; 14 J Escorihuela (19245_CR4) 2013; 42 X Huo (19245_CR16) 2016; 138 M Luparia (19245_CR12) 2011; 50 PP Taylor (19245_CR42) 1998; 16 Atta-ur-Rahman (19245_CR55) 1999; 50 X-Z Zhang (19245_CR39) 2016; 81 X-X Yan (19245_CR10) 2008; 130 A Nojiri (19245_CR13) 2009; 131 SA Kelly (19245_CR43) 2018; 118 MT Oliveira (19245_CR17) 2013; 52 X Rao (19245_CR58) 2018; 57 L-Z Gong (19245_CR27) 2019; 62 L Caruana (19245_CR37) 2014; 136 T Ullrich (19245_CR48) 2002; 45 MD Patil (19245_CR44) 2018; 8 L Chen (19245_CR33) 2019; 141 B Xu (19245_CR30) 2014; 5 W-J Li (19245_CR40) 2018; 20 L Lin (19245_CR7) 2017; 23 19245_CR54 M Bihan (19245_CR8) 2017; 359 L Sun (19245_CR28) 2018; 4 MJ MacDonald (19245_CR21) 2013; 19 Q Wang (19245_CR26) 2019; 58 M Miyazaki (19245_CR49) 2015; 23 IP Beletskaya (19245_CR6) 2018; 118 F-S He (19245_CR38) 2016; 6 Z-P Zhang (19245_CR41) 2018; 83 19245_CR1 S Krautwald (19245_CR18) 2017; 139 W Li (19245_CR35) 2018; 13 M Aoki (19245_CR47) 1991; 44 19245_CR2 B-J Li (19245_CR22) 2017; 53 19245_CR5 B Wang (19245_CR9) 2007; 129 W-D Chu (19245_CR36) 2013; 52 N Guimond (19245_CR23) 2012; 134 X Tian (19245_CR11) 2011; 133 MJ MacDonald (19245_CR20) 2011; 133 |
| References_xml | – reference: Jacobsen, E. N., Pfaltz, A. & Yamamoto, H. Comprehensive Asymmetric Catalysis, Vols. I–III (Springer, New York, 1999). – reference: BarattaWChiral pincer ruthenium and osmium complexes for the fast and efficient hydrogen transfer reduction of ketonesOrganometallics201029356335701:CAS:528:DC%2BC3cXpt1Slt78%3D10.1021/om1004918 – reference: UllrichTConformationally constrained nicotines: polycyclic, bridged, and spiro-annulated analogues as novel ligands for the nicotinic acetylcholine receptorJ. Med. Chem.200245404740541:CAS:528:DC%2BD38XlvVGrsLw%3D1219032610.1021/jm020916b – reference: ZhangZ-PXieK-XYangCLiMLiXAsymmetric synthesis of dihydrocoumarins through chiral phosphoric acid-catalyzed cycloannulation of para-quinone methides and azlactonesJ. Org. Chem.2018833643732018FrCh....6..364Z2921232310.1021/acs.joc.7b027501:CAS:528:DC%2BC2sXhvFaqtrnI – reference: ZaiSSubstituent effects of pyridine-amine nickel catalyst precursors on ethylene polymerizationACS Catal.201224334401:CAS:528:DC%2BC38XitVersLg%3D10.1021/cs200593c – reference: BihanMZhaoJC-GAdvances in asymmetric diastereodivergent catalysisAdv. Synth. Catal.201735953457510.1002/adsc.2016011881:CAS:528:DC%2BC2sXht1Oitrs%3D – reference: GongL-ZChiral aldehyde catalysis: a highly promising concept in asymmetric catalysisSci. China Chem.201962341:CAS:528:DC%2BC1cXhs1KksrrN10.1007/s11426-018-9345-5 – reference: LiW-JEnantioselective organocatalytic 1,6-addition of azlactones to para-quinone methides: an access to α,α-disubstituted and β,β-diaryl-α-amino acid estersOrg. Lett.201820114211451:CAS:528:DC%2BC1cXhsVKmtLY%3D2936397710.1021/acs.orglett.8b00072 – reference: PatilMDGroganGBommariusAYunHRecent advances in ω-transaminase-mediated biocatalysis for the enantioselective synthesis of chiral aminesCatalysts2018825427810.3390/catal80702541:CAS:528:DC%2BC1cXhtlKksbnP – reference: LupariaMCatalytic asymmetric diastereodivergent deracemizationAngew. Chem., Int. Ed.20115012631126351:CAS:528:DC%2BC3MXhsVWlsb7F10.1002/anie.201106321 – reference: KrautwaldSSarlahDSchafrothMACarreiraEMEnantio- and diastereodivergent dual catalysis: α-allylation of branched aldehydesScience2008340106510682013Sci...340.1065K10.1126/science.12370681:CAS:528:DC%2BC3sXot1Sru7o%3D – reference: ChenJCarbonyl catalysis enables a biomimetic asymmetric Mannich reactionScience2018360143814422018Sci...360.1438C1:CAS:528:DC%2BC1cXht1SrtrbK2995497410.1126/science.aat4210 – reference: MiyazakiMDiscovery of DS-5272 as a promising candidate: a potent and orally active p53–MDM2 interaction inhibitorBioorg. Med. Chem.201523236027671:CAS:528:DC%2BC2MXlvVeks7g%3D2588253110.1016/j.bmc.2015.03.069 – reference: Jozwiak, K. Lough, W. J. & Wainer, I. W. Drug Stereochemistry: Analytical Methods and Pharmacology, 3rd edn. (Informa, 2012). – reference: ChenJLiuYGongXShiLZhaoBBiomimetic chiral pyridoxal and pyridoxamine catalystsChin. J. Chem.2019371031121:CAS:528:DC%2BC1cXisF2gs77J – reference: LiuYEEnzyme-inspired axially chiral pyridoxamines armed with a cooperative lateral amine chain for enantioselective biomimetic transaminationJ. Am. Chem. Soc.201613807301073310.1021/jacs.5b105541:CAS:528:DC%2BC28XktFCrsA%3D%3D – reference: Carreira, E. M. & Kvaerno, L. Classics in Stereoselective Synthesis (Wiley, Weinheim, 2009). – reference: KellySAApplication of ω‑transaminases in the pharmaceutical industryChem. Rev.20181183493671:CAS:528:DC%2BC2sXhvFygsbbE2925191210.1021/acs.chemrev.7b00437 – reference: TianXDiastereodivergent asymmetric sulfa-Michael additions of α-branched enones using a single chiral organic catalystJ. Am. Chem. Soc.201113317934179411:CAS:528:DC%2BC3MXhtlSqsb%2FJ2193656110.1021/ja207847p – reference: BeletskayaIPNájeraCYusMStereodivergent catalysisChem. Rev.2018118508052001:CAS:528:DC%2BC1cXnvFCiu7w%3D2967689510.1021/acs.chemrev.7b00561 – reference: HuangYWaljiAMLarsenCHMacMillanDWCEnantioselective organo-cascade catalysisJ. Am. Chem. Soc.200512715051150531:CAS:528:DC%2BD2MXhtVKmtLnM1624864310.1021/ja055545d – reference: MacDonaldMJHespCRSchipperDJPesantMBeaucheminAMHighly enantioselective intermolecular hydroamination of allylic amines with chiral aldehydes as tethering ctalystsChem. -Eur. J.201319259726011:CAS:528:DC%2BC3sXntFGquw%3D%3D2330759110.1002/chem.201203462 – reference: KanneDBAshworthDJChengMTMutterLCAboodLGSynthesis of the first highly potent bridged nicotinoid 9-Azabicyclo[4.2.1]nona[2,3-c]pyridine (pyrido[3,4-b]homotropane)J. Am. Chem. Soc.1986108786478651:CAS:528:DyaL2sXhvV2isw%3D%3D2228331610.1021/ja00284a078 – reference: OliveiraMTLupariaMAudisioDMaulideNDual catalysis becomes diastereodivergentAngew. Chem., Int. Ed.20135213149131521:CAS:528:DC%2BC3sXhs1WmtrrK10.1002/anie.201305933 – reference: LiB-JEl-NachefCBeaucheminAMOrganocatalysis using aldehydes: the development and improvement of catalytic hydroaminations, hydrations and hydrolysesChem. Commun.20175313192132041:CAS:528:DC%2BC2sXhslCms7fP10.1039/C7CC07352F – reference: ShiLChiral pyridoxal-catalyzed asymmetric biomimetic transamination of α-keto acidsOrg. Lett.201517578457871:CAS:528:DC%2BC2MXhvFWgt77O2658089310.1021/acs.orglett.5b02895 – reference: WangBWuFWangYLiuXDengLControl of diastereoselectivity in tandem asymmetric reactions generating nonadjacent stereocenters with bifunctional catalysis by cinchona alkaloidsJ. Am. Chem. Soc.20071297687691:CAS:528:DC%2BD2sXlsFyl1724380610.1021/ja0670409 – reference: HuoXHeRZhangXZhangWAn Ir/Zn dual catalysis for enantio- and diastereodivergent α-allylation of α-hydroxyketonesJ. Am. Chem. Soc.201613811093110961:CAS:528:DC%2BC28XhtlyqsrvL2754876110.1021/jacs.6b06156 – reference: EscorihuelaJBurguetebMILuisSVNew advances in dual stereocontrol for asymmetric reactionsChem. Soc. Rev.201342559556171:CAS:528:DC%2BC3sXot1ersLw%3D2359153910.1039/c3cs60068h – reference: Hesse, M. Alkaloids. Nature’s Curse or Blessing (Wiley-VCH, Weinheim, 2002). – reference: XuBCatalytic asymmetric direct α-alkylation of amino esters by aldehydes via imine activationChem. Sci.20145198819911:CAS:528:DC%2BC2cXlsFOrtbs%3D10.1039/c3sc53314j – reference: KwongH-LChiral pyridine-containing ligands in asymmetric catalysisCoord. Chem. Rev.2007251218822221:CAS:528:DC%2BD2sXhtVeqs7zN10.1016/j.ccr.2007.03.010 – reference: SunLChenXYEndersDAldehyde catalysis: new options for asymmetric organocatalytic reactionsChem201842026202810.1016/j.chempr.2018.08.0111:CAS:528:DC%2BC1cXhslaht7nN – reference: WeiLZhuQXuS-MChangXWangC-JStereodivergent synthesis of α,α-disubstituted α‑amino acids via synergistic Cu/Ir catalysisJ. Am. Chem. Soc.2018140150815131:CAS:528:DC%2BC1cXksVOhsQ%3D%3D2930357810.1021/jacs.7b12174 – reference: HeF-SDirect asymmetric synthesis of β-bis-aryl-α-amino acid esters via enantioselective copper-catalyzed addition of p-quinone methidesACS Catal.201666526561:CAS:528:DC%2BC2MXitVygtrrO10.1021/acscatal.5b02619 – reference: RaoXEfficient synthesis of (-)-Corynoline by enantioselective palladium-catalyzed α-arylation with sterically hindered substratesAngew. Chem. Int. Ed.20185712328123321:CAS:528:DC%2BC1cXhs1Whs7zJ10.1002/anie.201807302 – reference: BarókMUnexpected inversions in asymmetric reactions: reactions with chiral metal complexes, chiral organocatalysts, and heterogeneous chiralChem. Rev.20101101663170510.1021/cr90023521:CAS:528:DC%2BD1MXhtleisLrK – reference: KrautwaldSCarreiraEMStereodivergence in asymmetric catalysisJ. Am. Chem. Soc.2017139562756391:CAS:528:DC%2BC2sXlslOhs74%3D2838440210.1021/jacs.6b13340 – reference: WangQGuQYouS-LEnantioselective carbonyl catalysis enabled by chiral aldehydesAngew. Chem., Int. Ed.201958681868251:CAS:528:DC%2BC1MXks1Siu7Y%3D10.1002/anie.201808700 – reference: LiWXuXZhangPLiPRecent advances in the catalytic enantioselective reactions of para-quinone methidesChem. Asian J.201813235023591:CAS:528:DC%2BC1cXhtVamtLfJ2967685510.1002/asia.201800415 – reference: ConfalonePNHuieEMThe stabilized iminium ylide-olefin [3+2] cycloaddition reaction. Total synthesis of Sceletium alkaloid A4J. Am. Chem. Soc.1984106717571781:CAS:528:DyaL2cXmtFWms7Y%3D10.1021/ja00335a051 – reference: ParraATortosaMpara-Quinone methide: a new player in asymmetric catalysisChemCatChem20157152415261:CAS:528:DC%2BC2MXnt1Smt7c%3D10.1002/cctc.201500176 – reference: Atta-ur-RahmanShahwarDChoudharyMISenerBTokerGBaserKHCAlkaloids of bongardia chrysogonum APhytochemistry1999503333361:CAS:528:DyaK1MXns1yqsQ%3D%3D10.1016/S0031-9422(98)00484-1 – reference: XieYPanHLiuMXiaoXShiYProgress in asymmetric biomimetic transamination of carbonyl compoundsChem. Soc. Rev.201544174017481:CAS:528:DC%2BC2MXhvFKgur8%3D2564526410.1039/C4CS00507D – reference: LinLFengXCatalytic strategies for diastereodivergent synthesisChem. Eur. J.201723646464821:CAS:528:DC%2BC2sXitVGksrw%3D2785980610.1002/chem.201604617 – reference: YanX-XHighly diastereoselective switchable enantioselective Mannich reaction of glycine derivatives with iminesJ. Am. Chem. Soc.200813014362143631:CAS:528:DC%2BD1cXht1Squ7nJ1884189210.1021/ja804527r – reference: CanaryJWAllenCSCastagnettoJMWangYConformationally driven, propeller-like chirality in labile coordination complexesJ. Am. Chem. Soc.1995117848484851:CAS:528:DyaK2MXntFCntb8%3D10.1021/ja00137a032 – reference: MacDonaldMJSchipperDJNgPJMoranJBeaucheminAMA catalytic tethering strategy: simple aldehydes catalyze intermolecular alkene hydroaminationsJ. Am. Chem. Soc.201113320100201031:CAS:528:DC%2BC3MXhsV2jurfE2209859510.1021/ja208867g – reference: CaruanaLKniepFJohansenTKPoulsenPHJørgensenKAA new organocatalytic concept for asymmetric α-alkylation of aldehydesJ. Am. Chem. Soc.201413615929159321:CAS:528:DC%2BC2cXhvVSjsrjJ2536929410.1021/ja510475n – reference: ChuW-DAsymmetric catalytic 1,6-conjugate addition/aromatization of para-quinone methides: enantioselective introduction of functionalized diarylmethine stereogenic centersAngew. Chem., Int. Ed.201352922992331:CAS:528:DC%2BC3sXhtFShtLrM10.1002/anie.201303928 – reference: ListBKennemurJLChiral-aldehyde-catalyzed α-functionalization of glycine estersSynfacts201814109410.1055/s-0037-1610914 – reference: GuimondNMacDonaldMJLemieuxVBeaucheminAMCatalysis through temporary intramolecularity: mechanistic investigations on aldehyde-catalyzed cope-type hydroamination lead to yhe discovery of a more efficient tethering catalystJ. Am. Chem. Soc.201213416571165771:CAS:528:DC%2BC38Xhtlekt7fO2297100110.1021/ja303320x – reference: NojiriAKumagaiNShibasakiMLinking structural dynamics and functional diversity in asymmetric catalysisJ. Am. Chem. Soc.2009131377937841:CAS:528:DC%2BD1MXit1eksLs%3D1923186710.1021/ja900084k – reference: TaylorPPPantaleoneDPSenkpeilRFFotheringhamIGNovel biosynthetic approaches to the production of unnatural amino acids using transaminasesTrends Biotechnol.1998164124181:CAS:528:DyaK1cXmslygt78%3D980783810.1016/S0167-7799(98)01240-2 – reference: WenWChiral aldehyde catalysis for the catalytic asymmetric activation of glycine estersJ. Am. Chem. Soc.2018140977497801:CAS:528:DC%2BC1cXht12mtbbF2999540110.1021/jacs.8b06676 – reference: ChenLLuoM-JZhuFWenWGuoQ-XCombining chiral aldehyde catalysis and transition-metal catalysis for enantioselective α-allylic alkylation of amino acid estersJ. Am. Chem. Soc.2019141515951631:CAS:528:DC%2BC1MXls1alur0%3D3089693710.1021/jacs.9b01910 – reference: AokiMCyclothiazomycin, a novel polythiazole-containing peptide with renin nhibitory activityJ. Antibiot.1991445825881:CAS:528:DyaK3MXks12ruro%3D10.7164/antibiotics.44.582 – reference: ZhangX-ZDiastereoselective and enantioselective synthesis of unsymmetric β,β-diaryl-α-amino acid esters via organocatalytic 1,6-conjugate addition of para-quinone methidesJ. Org. Chem.201681565556621:CAS:528:DC%2BC28Xos12ntbs%3D2722428510.1021/acs.joc.6b00390 – volume: 140 start-page: 9774 year: 2018 ident: 19245_CR31 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.8b06676 – ident: 19245_CR2 doi: 10.1007/978-3-642-58571-5 – volume: 133 start-page: 17934 year: 2011 ident: 19245_CR11 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja207847p – volume: 14 start-page: 1094 year: 2018 ident: 19245_CR29 publication-title: Synfacts doi: 10.1055/s-0037-1610914 – volume: 19 start-page: 2597 year: 2013 ident: 19245_CR21 publication-title: Chem. -Eur. J. doi: 10.1002/chem.201203462 – volume: 37 start-page: 103 year: 2019 ident: 19245_CR25 publication-title: Chin. J. Chem. doi: 10.1002/cjoc.201800478 – volume: 2 start-page: 433 year: 2012 ident: 19245_CR51 publication-title: ACS Catal. doi: 10.1021/cs200593c – volume: 141 start-page: 5159 year: 2019 ident: 19245_CR33 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.9b01910 – volume: 57 start-page: 12328 year: 2018 ident: 19245_CR58 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201807302 – volume: 140 start-page: 1508 year: 2018 ident: 19245_CR19 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.7b12174 – volume: 5 start-page: 1988 year: 2014 ident: 19245_CR30 publication-title: Chem. Sci. doi: 10.1039/c3sc53314j – volume: 62 start-page: 3 year: 2019 ident: 19245_CR27 publication-title: Sci. China Chem. doi: 10.1007/s11426-018-9345-5 – volume: 340 start-page: 1065 year: 2008 ident: 19245_CR15 publication-title: Science doi: 10.1126/science.1237068 – volume: 138 start-page: 11093 year: 2016 ident: 19245_CR16 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.6b06156 – volume: 44 start-page: 1740 year: 2015 ident: 19245_CR45 publication-title: Chem. Soc. Rev. doi: 10.1039/C4CS00507D – volume: 44 start-page: 582 year: 1991 ident: 19245_CR47 publication-title: J. Antibiot. doi: 10.7164/antibiotics.44.582 – volume: 251 start-page: 2188 year: 2007 ident: 19245_CR53 publication-title: Coord. Chem. Rev. doi: 10.1016/j.ccr.2007.03.010 – ident: 19245_CR54 – volume: 131 start-page: 3779 year: 2009 ident: 19245_CR13 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja900084k – volume: 23 start-page: 2360 year: 2015 ident: 19245_CR49 publication-title: Bioorg. Med. Chem. doi: 10.1016/j.bmc.2015.03.069 – volume: 29 start-page: 3563 year: 2010 ident: 19245_CR52 publication-title: Organometallics doi: 10.1021/om1004918 – volume: 359 start-page: 534 year: 2017 ident: 19245_CR8 publication-title: Adv. Synth. Catal. doi: 10.1002/adsc.201601188 – volume: 136 start-page: 15929 year: 2014 ident: 19245_CR37 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja510475n – volume: 45 start-page: 4047 year: 2002 ident: 19245_CR48 publication-title: J. Med. Chem. doi: 10.1021/jm020916b – volume: 129 start-page: 768 year: 2007 ident: 19245_CR9 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja0670409 – volume: 8 start-page: 254 year: 2018 ident: 19245_CR44 publication-title: Catalysts doi: 10.3390/catal8070254 – volume: 13 start-page: 2350 year: 2018 ident: 19245_CR35 publication-title: Chem. Asian J. doi: 10.1002/asia.201800415 – volume: 138 start-page: 0730 year: 2016 ident: 19245_CR46 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.5b10554 – volume: 139 start-page: 5627 year: 2017 ident: 19245_CR18 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.6b13340 – volume: 52 start-page: 13149 year: 2013 ident: 19245_CR17 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201305933 – volume: 6 start-page: 652 year: 2016 ident: 19245_CR38 publication-title: ACS Catal. doi: 10.1021/acscatal.5b02619 – volume: 134 start-page: 16571 year: 2012 ident: 19245_CR23 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja303320x – volume: 81 start-page: 5655 year: 2016 ident: 19245_CR39 publication-title: J. Org. Chem. doi: 10.1021/acs.joc.6b00390 – volume: 23 start-page: 6464 year: 2017 ident: 19245_CR7 publication-title: Chem. Eur. J. doi: 10.1002/chem.201604617 – volume: 58 start-page: 6818 year: 2019 ident: 19245_CR26 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201808700 – volume: 7 start-page: 1524 year: 2015 ident: 19245_CR34 publication-title: ChemCatChem doi: 10.1002/cctc.201500176 – volume: 130 start-page: 14362 year: 2008 ident: 19245_CR10 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja804527r – volume: 83 start-page: 364 year: 2018 ident: 19245_CR41 publication-title: J. Org. Chem. doi: 10.1021/acs.joc.7b02750 – volume: 360 start-page: 1438 year: 2018 ident: 19245_CR32 publication-title: Science doi: 10.1126/science.aat4210 – ident: 19245_CR1 doi: 10.3109/9781420092394 – volume: 50 start-page: 333 year: 1999 ident: 19245_CR55 publication-title: Phytochemistry doi: 10.1016/S0031-9422(98)00484-1 – volume: 118 start-page: 5080 year: 2018 ident: 19245_CR6 publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.7b00561 – volume: 110 start-page: 1663 year: 2010 ident: 19245_CR3 publication-title: Chem. Rev. doi: 10.1021/cr9002352 – volume: 17 start-page: 5784 year: 2015 ident: 19245_CR24 publication-title: Org. Lett. doi: 10.1021/acs.orglett.5b02895 – volume: 50 start-page: 12631 year: 2011 ident: 19245_CR12 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201106321 – volume: 4 start-page: 2026 year: 2018 ident: 19245_CR28 publication-title: Chem doi: 10.1016/j.chempr.2018.08.011 – volume: 53 start-page: 13192 year: 2017 ident: 19245_CR22 publication-title: Chem. Commun. doi: 10.1039/C7CC07352F – volume: 20 start-page: 1142 year: 2018 ident: 19245_CR40 publication-title: Org. Lett. doi: 10.1021/acs.orglett.8b00072 – ident: 19245_CR5 – volume: 16 start-page: 412 year: 1998 ident: 19245_CR42 publication-title: Trends Biotechnol. doi: 10.1016/S0167-7799(98)01240-2 – volume: 118 start-page: 349 year: 2018 ident: 19245_CR43 publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.7b00437 – volume: 117 start-page: 8484 year: 1995 ident: 19245_CR50 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00137a032 – volume: 52 start-page: 9229 year: 2013 ident: 19245_CR36 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201303928 – volume: 108 start-page: 7864 year: 1986 ident: 19245_CR57 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00284a078 – volume: 42 start-page: 5595 year: 2013 ident: 19245_CR4 publication-title: Chem. Soc. Rev. doi: 10.1039/c3cs60068h – volume: 127 start-page: 15051 year: 2005 ident: 19245_CR14 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja055545d – volume: 133 start-page: 20100 year: 2011 ident: 19245_CR20 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja208867g – volume: 106 start-page: 7175 year: 1984 ident: 19245_CR56 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00335a051 |
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| Snippet | Chiral aldehyde catalysis is a burgeoning strategy for the catalytic asymmetric α-functionalization of aminomethyl compounds. However, the reaction types are... Chiral aldehyde catalysis is a useful strategy in the catalytic asymmetric α-functionalization of amino methyl compounds but these reaction types are limited.... |
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| SubjectTerms | 639/638/403/935 639/638/549/933 639/638/77/883 639/638/77/888 Aldehydes Amino acids Aromatic compounds Asymmetry Catalysis Conjugates Humanities and Social Sciences Imines Methyl compounds multidisciplinary Quinones Science Science (multidisciplinary) Stereoselectivity |
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| Title | Diastereodivergent chiral aldehyde catalysis for asymmetric 1,6-conjugated addition and Mannich reactions |
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