An enantio- and diastereoselective synthesis of (-)-isoretronecanol and (+)-trachelanthamidine from a meso precursor
Two diastereomeric pyrrolizidine alkaloids, (-)-isoretronecanol and (+)-trachelanthamidine, have been synthesized in an enantio- and diastereoselective manner starting from a meso precursor via a catalytic asymmetrization.
Saved in:
| Published in | Heterocycles Vol. 49; pp. 33 - 37 |
|---|---|
| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
OXFORD
Elsevier
31.12.1998
|
| Subjects | |
| Online Access | Get more information |
Cover
Loading…
| Abstract | Two diastereomeric pyrrolizidine alkaloids, (-)-isoretronecanol and (+)-trachelanthamidine, have been synthesized in an enantio- and diastereoselective manner starting from a meso precursor via a catalytic asymmetrization. |
|---|---|
| AbstractList | Two diastereomeric pyrrolizidine alkaloids, (-)-isoretronecanol and (+)-trachelanthamidine, have been synthesized in an enantio- and diastereoselective manner starting from a meso precursor via a catalytic asymmetrization. |
| Author | Hiroya, K Konno, H Kishi, M Ogasawara, K |
| Author_xml | – sequence: 1 givenname: H surname: Konno fullname: Konno, H – sequence: 2 givenname: M surname: Kishi fullname: Kishi, M – sequence: 3 givenname: K surname: Hiroya fullname: Hiroya, K – sequence: 4 givenname: K surname: Ogasawara fullname: Ogasawara, K |
| BookMark | eNqNkM1qAyEcxD2k0CTtoW_gMSHYqqtRj2HpFwR6ac_BNX-JZVeDmpa8fbcfD9DTzGF-MzAzNIkpAkI3jN42Rqs7lwZiFCligqa00ZJIwcQlmpXyTinVVOspqpuIIdpYQyLYxj3eB1sqZEgFenA1fAAu51gPUELByeMFWZJQUoaaxzVnY-p_uMVqSWq27gD92HawQ9iHCNjnNGCLBygJHzO4Ux7ZK3ThbV_g-k_n6O3h_rV9ItuXx-d2syWOr3klnVl7JUDxzljtGLOi4aJj1MiOMb0WknEvjO6c1J4bDUpR5py3tFHSUOX4HK1-ez-hS764ANHB7pjDYPN5N35AlVZKmW8nx7T-f7oN1Y6fxTadYuVfHadxYQ |
| CitedBy_id | crossref_primary_10_1016_j_tet_2013_11_094 crossref_primary_10_1038_s41429_019_0169_9 crossref_primary_10_1021_acs_orglett_0c01375 crossref_primary_10_1002_ejoc_200400135 crossref_primary_10_1002_chin_199924221 crossref_primary_10_1016_j_tetasy_2014_02_001 crossref_primary_10_1016_j_tet_2016_06_011 crossref_primary_10_3987_COM_05_10541 crossref_primary_10_1016_j_tetlet_2005_12_126 crossref_primary_10_1016_j_tet_2008_06_005 crossref_primary_10_1016_j_tet_2005_01_094 |
| ContentType | Journal Article |
| DBID | 1KM 1KN BLEPL DTL FFIDB |
| DOI | 10.3987/com-97-s4 |
| DatabaseName | Index Chemicus Current Chemical Reactions Web of Science Core Collection Science Citation Index Expanded Web of Science - Science Citation Index Expanded - 1998 |
| DatabaseTitle | Web of Science |
| DatabaseTitleList | Web of Science |
| Database_xml | – sequence: 1 dbid: 1KN name: Current Chemical Reactions url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.CCR sourceTypes: Enrichment Source Index Database |
| DeliveryMethod | no_fulltext_linktorsrc |
| Discipline | Chemistry |
| EndPage | 37 |
| ExternalDocumentID | 000078777900005 |
| GroupedDBID | --K -~X 1B1 1KM 1KN 3L6 53G 5GY ABTAH AENEX AHWXS AI. ALMA_UNASSIGNED_HOLDINGS B.R BLEPL CS3 DTL DU5 EBS EJD F5P GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED IHE M41 P2P RIG RPZ SJN TN5 UPT VH1 XPP Y6R ZE2 ZY4 |
| ID | FETCH-LOGICAL-c262t-b96f74e72b9a8c11a4324b1095b11864512f498bc58f298e7701ccfa0375907c2 |
| ISICitedReferencesCount | 13 |
| ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000078777900005 |
| ISSN | 0385-5414 |
| IngestDate | Fri Apr 21 00:30:12 EDT 2023 Fri Nov 08 19:55:38 EST 2024 |
| IsDoiOpenAccess | false |
| IsOpenAccess | true |
| IsPeerReviewed | true |
| IsScholarly | true |
| Keywords | BASES ASYMMETRIC-SYNTHESIS BICYCLIC ALKALOIDS PYRROLIZIDINE ALKALOIDS ENANTIOCONTROLLED SYNTHESIS RADICAL CYCLIZATION (-)-SUPINIDINE ATOM RING JUNCTURE CLAISEN REARRANGEMENT (-)-TRACHELANTHAMIDINE |
| Language | English |
| LinkModel | OpenURL |
| LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
| MergedId | FETCHMERGED-LOGICAL-c262t-b96f74e72b9a8c11a4324b1095b11864512f498bc58f298e7701ccfa0375907c2 |
| OpenAccessLink | https://doi.org/10.3987/com-97-s4 |
| PageCount | 5 |
| ParticipantIDs | webofscience_primary_000078777900005 webofscience_primary_000078777900005CitationCount |
| PublicationCentury | 1900 |
| PublicationDate | 1998-12-31 |
| PublicationDateYYYYMMDD | 1998-12-31 |
| PublicationDate_xml | – month: 12 year: 1998 text: 1998-12-31 day: 31 |
| PublicationDecade | 1990 |
| PublicationPlace | OXFORD |
| PublicationPlace_xml | – name: OXFORD |
| PublicationTitle | Heterocycles |
| PublicationTitleAbbrev | HETEROCYCLES |
| PublicationYear | 1998 |
| Publisher | Elsevier |
| Publisher_xml | – name: Elsevier |
| References | Kamikubo, T (WOS:A1996TQ74600023) 1996; 37 SEIJAS, JA (WOS:A1992HH25000011) 1992; 48 ROBINS, DJ (WOS:A1979JB27000048) 1979 FELIX, AM (WOS:A1974S962400025) 1974; 39 ISHIBASHI, H (WOS:A1986C429100009) 1986 ISHIBASHI, H (WOS:A1993KY82100005) 1993; 58 JOHNSON, WS (WOS:A1970F467700074) 1970; 92 COZ SL (WOS:000078777900005.1) 1993; 36 TATSUTA, K (WOS:A1983QU52200061) 1983; 105 RUEGER, H (WOS:A1982PC79500024) 1982; 19 KEUSENKOTHEN, PF (WOS:A1994PF41700024) 1994 DEALVARENGA, ES (WOS:A1993LY60200001) 1993 NAGAO, Y (WOS:A1988L760000047) 1988; 110 KAMIKUBO, T (WOS:A1995RZ09500011) 1995 HUDLICKY, T (WOS:A1990DR77800001) 1990 HIROYA, K (WOS:A1995TF24700032) 1995; 34 ROBINS DJ (WOS:000078777900005.32) 1981 TAKANO, S (WOS:A1994NT38300013) 1994 KNIGHT, JG (WOS:A1991GU56800035) 1991; 32 OGASAWARA, K (WOS:A1994PM11400035) 1994; 66 ROBINS, DJ (WOS:A1981LJ19700043) 1981 DAI, WM (WOS:A1990DG05800047) 1990; 30 IKEDA, M (WOS:A1988N901900027) 1988; 27 RHOADS SJ (WOS:000078777900005.29) 1975; 22 LINDGREN BO (WOS:000078777900005.23) 1967; 89 Konno, H (WOS:A1997XR68900032) 1997; 38 MORIWAKE, T (WOS:A1988N724900008) 1988; 27 Liddell, JR (WOS:A1996UR38100003) 1996; 13 VAULTIER, M (WOS:A1983QB90700006) 1983; 24 SATO, T (WOS:A1993LC82100003) 1993; 36 JOLLY, RS (WOS:A1988Q714800044) 1988; 110 SATO, T (WOS:A1992JR95500013) 1992; 40 WARREN F (WOS:000078777900005.41) 1970; 12 EGUCHI, M (WOS:A1993KL27700004) 1993; 34 Knight, DW (WOS:A1997XN37500014) 1997 TAKANO, S (WOS:A1981LS13300009) 1981; 16 NAGAO, Y (WOS:A1990CP91600012) 1990; 55 LAL B (WOS:000078777900005.21) 1977 NAGAO, Y (WOS:A1990DX81800008) 1990; 46 KNIGHT, DW (WOS:A1991FR22500042) 1991 HAVIARI, G (WOS:A1993KQ42600016) 1993; 34 |
| References_xml | – volume: 16 start-page: 915 year: 1981 ident: WOS:A1981LS13300009 article-title: A SIMPLE ROUTE TO (+/-) AND (+)-TRACHELANTHAMIDINE publication-title: HETEROCYCLES contributor: fullname: TAKANO, S – volume: 39 start-page: 1427 year: 1974 ident: WOS:A1974S962400025 article-title: CLEAVAGE OF PROTECTING GROUPS WITH BORON TRIBROMIDE publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: FELIX, AM – start-page: 433 year: 1990 ident: WOS:A1990DR77800001 article-title: AN OVERVIEW OF THE TOTAL SYNTHESIS OF PYRROLIZIDINE ALKALOIDS VIA [4+1] AZIDE-DIENE ANNULATION METHODOLOGY publication-title: SYNLETT contributor: fullname: HUDLICKY, T – volume: 66 start-page: 2119 year: 1994 ident: WOS:A1994PM11400035 article-title: ENANTIOCONTROLLED ROUTE TO NATURAL-PRODUCTS USING CHIRAL EQUIVALENTS OF CYCLOPENTENONE AND CYCLOHEXENONE publication-title: PURE AND APPLIED CHEMISTRY contributor: fullname: OGASAWARA, K – volume: 19 start-page: 1677 year: 1982 ident: WOS:A1982PC79500024 article-title: THE SYNTHESIS OF (-)-ISORETRONECANOL, (-)-TRACHELANTHAMIDINE, AND (-)-SUPINIDINE FROM (S)-PROLINE publication-title: HETEROCYCLES contributor: fullname: RUEGER, H – volume: 34 start-page: 1599 year: 1993 ident: WOS:A1993KQ42600016 article-title: ASYMMETRIC-SYNTHESIS WITH CHIRAL HYDROGENOLYSABLE AMINES - A SHORT SYNTHESIS OF (-)-ISORETRONECANOL publication-title: TETRAHEDRON LETTERS contributor: fullname: HAVIARI, G – volume: 27 start-page: 1135 year: 1988 ident: WOS:A1988N724900008 article-title: A NEW SYNTHESIS OF (-)-ISORETRONECANOL AND (-)-TRACHELANTHAMIDINE THROUGH ORTHOESTER CLAISEN REARRANGEMENT FOR ALLYLIC ALCOHOL FUNCTIONALITY TAGGED AT C(2) OF PYRROLIDINE AS A KEY STEP publication-title: HETEROCYCLES contributor: fullname: MORIWAKE, T – volume: 13 start-page: 187 year: 1996 ident: WOS:A1996UR38100003 article-title: Pyrrolizidine alkaloids publication-title: NATURAL PRODUCT REPORTS contributor: fullname: Liddell, JR – volume: 36 start-page: 1205 year: 1993 ident: WOS:A1993LC82100003 article-title: AN APPROACH TO OPTICALLY-ACTIVE PYRROLIZIDINES BY AN INTRAMOLECULAR MICHAEL REACTION publication-title: HETEROCYCLES contributor: fullname: SATO, T – volume: 46 start-page: 6361 year: 1990 ident: WOS:A1990DX81800008 article-title: DIASTEREOSELECTIVE ALKYLATION OF CHIRAL TIN(II) ENOLATES ONTO CYCLIC ACYL IMINIUM IONS - ASYMMETRIC TOTAL SYNTHESIS OF (-)-SUPINIDINE publication-title: TETRAHEDRON contributor: fullname: NAGAO, Y – volume: 55 start-page: 1148 year: 1990 ident: WOS:A1990CP91600012 article-title: HIGHLY DIASTEREOSELECTIVE ALKYLATION OF CHIRAL TIN(II) ENOLATES ONTO CYCLIC ACYL IMINES - AN EFFICIENT ASYMMETRIC-SYNTHESIS OF BICYCLIC ALKALOIDS BEARING A NITROGEN ATOM RING JUNCTURE publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: NAGAO, Y – volume: 30 start-page: 1231 year: 1990 ident: WOS:A1990DG05800047 article-title: RECENT PROGRESS IN ASYMMETRIC-SYNTHESIS OF PYRROLIZIDINES publication-title: HETEROCYCLES contributor: fullname: DAI, WM – volume: 105 start-page: 4096 year: 1983 ident: WOS:A1983QU52200061 article-title: STEREOSELECTIVE TOTAL SYNTHESIS OF PYRROLIZIDINE ALKALOID BASES - (-)-ROSMARINECINE AND (-)-ISORETRONECANOL publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: TATSUTA, K – start-page: 2485 year: 1994 ident: WOS:A1994PF41700024 article-title: ASYMMETRIC RADICAL CYCLIZATION WITH PYROGLUTAMATE - SYNTHESIS OF 7-SUBSTITUTED PYRROLIZIDINONES publication-title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 contributor: fullname: KEUSENKOTHEN, PF – volume: 40 start-page: 2308 year: 1992 ident: WOS:A1992JR95500013 article-title: CARBAMOYLMETHYL RADICAL CYCLIZATION - FORMAL SYNTHESIS OF (-)-TRACHELANTHAMIDINE publication-title: CHEMICAL & PHARMACEUTICAL BULLETIN contributor: fullname: SATO, T – volume: 22 start-page: 1 year: 1975 ident: WOS:000078777900005.29 publication-title: ORG REACTIONS contributor: fullname: RHOADS SJ – start-page: 601 year: 1994 ident: WOS:A1994NT38300013 article-title: ENANTIOCONTROLLED SYNTHESIS OF 2 AMINO-ACIDS - (S)-GLUTAMIC ACID AND (S)-2-AMINOADIPIC ACID publication-title: SYNTHESIS-STUTTGART contributor: fullname: TAKANO, S – volume: 32 start-page: 7119 year: 1991 ident: WOS:A1991GU56800035 article-title: SYNTHESIS OF THE ALKALOIDS (-)-HELIOTRIDANE AND (-)-ISORETRONECANOL VIA PI-ALLYLTRICARBONYLIRON LACTAM COMPLEXES publication-title: TETRAHEDRON LETTERS contributor: fullname: KNIGHT, JG – start-page: 116 year: 1981 ident: WOS:000078777900005.32 publication-title: FORSCHRITTE CHEM ORG contributor: fullname: ROBINS DJ – start-page: 2141 year: 1993 ident: WOS:A1993LY60200001 article-title: PHOTOCATALYZED ADDITION OF PYRROLIDINES TO BUTENOLIDES - A CONCISE SYNTHESIS OF THE PYRROLIZIDINE ALKALOID RING-SYSTEM publication-title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 contributor: fullname: DEALVARENGA, ES – volume: 48 start-page: 1637 year: 1992 ident: WOS:A1992HH25000011 article-title: SYNTHESIS OF PYRROLIZIDINES VIA COPPER(I) CATALYZED RADICAL ATOM TRANSFER CYCLIZATION publication-title: TETRAHEDRON contributor: fullname: SEIJAS, JA – volume: 34 start-page: 2287 year: 1995 ident: WOS:A1995TF24700032 article-title: ASYMMETRIZATION OF MESO 1,4-ENEDIOL ETHERS BY ISOMERIZATION WITH A CHIRAL BINAP-RH-I CATALYST publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH contributor: fullname: HIROYA, K – start-page: 1615 year: 1991 ident: WOS:A1991FR22500042 article-title: SYNTHESIS OF NECINE BASES FROM HOMOPROLINE DERIVATIVES publication-title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 contributor: fullname: KNIGHT, DW – start-page: 1977 year: 1977 ident: WOS:000078777900005.21 publication-title: TETRAHEDRON LETT contributor: fullname: LAL B – volume: 110 start-page: 289 year: 1988 ident: WOS:A1988L760000047 article-title: EXTREMELY SHORT CHIRAL SYNTHESIS OF BICYCLIC ALKALOIDS HAVING A NITROGEN ATOM RING JUNCTURE publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: NAGAO, Y – start-page: 909 year: 1981 ident: WOS:A1981LJ19700043 article-title: SYNTHESIS OF OPTICALLY-ACTIVE PYRROLIZIDINE BASES publication-title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 contributor: fullname: ROBINS, DJ – volume: 58 start-page: 2360 year: 1993 ident: WOS:A1993KY82100005 article-title: RUTHENIUM-CATALYZED CHLORINE ATOM TRANSFER CYCLIZATIONS OF N-ALLYLIC ALPHA-CHLORO-ALPHA-THIOACETAMIDES - SYNTHESIS OF (-)-TRACHELANTHAMIDINE AND FORMAL TOTAL SYNTHESIS OF (+/-)-HAEMANTHIDINE AND (+/-)-PRETAZETTINE publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: ISHIBASHI, H – start-page: 1181 year: 1979 ident: WOS:A1979JB27000048 article-title: SYNTHESIS OF THE 8-BETA-PYRROLIZIDINE BASES (+)-ISORETRONECANOL, (+)-LABURNINE, AND (+)-SUPINIDINE publication-title: JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS contributor: fullname: ROBINS, DJ – volume: 24 start-page: 763 year: 1983 ident: WOS:A1983QB90700006 article-title: REDUCTION OF AZIDES INTO PRIMARY AMINES BY A GENERAL-METHOD USING THE STAUDINGER REACTION publication-title: TETRAHEDRON LETTERS contributor: fullname: VAULTIER, M – start-page: 2089 year: 1997 ident: WOS:A1997XN37500014 article-title: Homoproline homologation by enolate Claisen rearrangement or direct allylation: syntheses of (-)-trachelanthamidine, (-)-isoretronecanol and (+/-)-turneforcidine publication-title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 contributor: fullname: Knight, DW – volume: 110 start-page: 7536 year: 1988 ident: WOS:A1988Q714800044 article-title: ATOM-TRANSFER ANNULATIONS IN HETEROCYCLE SYNTHESIS - AN EFFICIENT SYNTHESIS OF (-)-TRACHELANTHAMIDINE AND RELATED RING-SYSTEMS publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: JOLLY, RS – volume: 36 start-page: 2073 year: 1993 ident: WOS:000078777900005.1 publication-title: HETEROCYCLES contributor: fullname: COZ SL – start-page: 1951 year: 1995 ident: WOS:A1995RZ09500011 article-title: CONCISE ENANTIOCONTROLLED SYNTHESIS OF THE A-RING PRECURSOR OF CALCITRIOL FROM THE CHIRAL CYCLOHEXADIENONE SYNTHON publication-title: JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS contributor: fullname: KAMIKUBO, T – start-page: 654 year: 1986 ident: WOS:A1986C429100009 article-title: SYNTHESIS OF OPTICALLY-ACTIVE (-)-TRACHELANTHAMIDINE FROM L-PROLINOL publication-title: JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS contributor: fullname: ISHIBASHI, H – volume: 92 start-page: 741 year: 1970 ident: WOS:A1970F467700074 article-title: A SIMPLE STEREOSELECTIVE VERSION OF CLAISEN REARRANGEMENT LEADING TO TRANS-TRISUBSTITUTED OLEFINIC BONDS . SYNTHESIS OF SQUALENE publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: JOHNSON, WS – volume: 37 start-page: 499 year: 1996 ident: WOS:A1996TQ74600023 article-title: Stereo- and enantio-controlled synthesis of two naturally occurring polyoxygenated cyclohexenemethanols, (+)-epiepoxydon and (-)-phyllostine, via catalytic asymmetrization of a meso substrate publication-title: TETRAHEDRON LETTERS contributor: fullname: Kamikubo, T – volume: 34 start-page: 915 year: 1993 ident: WOS:A1993KL27700004 article-title: SYNTHESIS OF PYRROLIZIDINE ALKALOIDS VIA RHODIUM-CATALYZED SILYLFORMYLATION AND AMIDOCARBONYLATION publication-title: TETRAHEDRON LETTERS contributor: fullname: EGUCHI, M – volume: 89 start-page: 5505 year: 1967 ident: WOS:000078777900005.23 publication-title: ACTA CHEM SCAND contributor: fullname: LINDGREN BO – volume: 27 start-page: 1465 year: 1988 ident: WOS:A1988N901900027 article-title: RECENT ADVANCES IN THE SYNTHESIS OF PYRROLIZIDINES publication-title: HETEROCYCLES contributor: fullname: IKEDA, M – volume: 38 start-page: 6023 year: 1997 ident: WOS:A1997XR68900032 article-title: A new tactic for diastereo- and enantiocontrolled synthesis of (-)-malyngolide via catalytic meso-asymmetrization publication-title: TETRAHEDRON LETTERS contributor: fullname: Konno, H – volume: 12 start-page: 245 year: 1970 ident: WOS:000078777900005.41 publication-title: ALKALOIDS contributor: fullname: WARREN F |
| SSID | ssj0008088 |
| Score | 1.5952015 |
| Snippet | Two diastereomeric pyrrolizidine alkaloids, (-)-isoretronecanol and (+)-trachelanthamidine, have been synthesized in an enantio- and diastereoselective manner... |
| Source | Web of Science |
| SourceID | webofscience |
| SourceType | Enrichment Source Index Database |
| StartPage | 33 |
| SubjectTerms | Chemistry Chemistry, Organic Physical Sciences Science & Technology |
| Title | An enantio- and diastereoselective synthesis of (-)-isoretronecanol and (+)-trachelanthamidine from a meso precursor |
| URI | http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000078777900005 |
| Volume | 49 |
| WOS | 000078777900005 |
| WOSCitedRecordID | wos000078777900005 |
| hasFullText | |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1Lb9QwELZ4HOCCeIpCi3woUqvKkGSdh4_bFdWKqnBppd4q2xnDSiVBmyC0_PrOOFlvdtnDwiWKnMSJMqOZz-OZbxg7VNLpuEysgDSzQqKLFEqBEqXNIkhdEltF1cgXX7Lplfx8nV6vUod8dUlrPtg_W-tK_keqOIZypSrZf5BsmBQH8Bzli0eUMB53kvG4OgFKZJnVwm8CoKyJ9wDqxne3oaSgZlEhxOtZRxBNClz6C2LcBIqBA_7YuiMLwGvvk1O62s6J5PkW5_2uf8xKgqG-CIXaTTc1sQrYXwjT50NcO6WsmtouKMcu2HDqZL1W_3BOAa_1EOxsXi_0Wrj16zfd6N96PhgtQ5lez324DJX1fn1gzUZFKqjn-ND0dmylve3sCDF6L9wxwWza95GPkJyR-1C5aOTKiS037jd8W8g49Fu2xH1ITVKJ8_Z-Xng8fX4RHHcR-Tal4Us7Iip658fwxq34xGORy6fsSb-I4ONOI56xe1A9Z48my959L1g7rvhSMzhKl_-tGTxoBq8dPxLHm1rhnzs6Od6iD5z0gWtO-sCDPrxkV2efLidT0ffXEDbJklYYlblcQp4YpQsbx5rYGU2MoNvgsjOTiAWdVIWxaeESVUCeR7G1TlPbZBXlNnnFHlT4Ua8ZL8HJCKS2JUQSRs4gKiwgMspFFjIj99jh8Lfd_OyoVG42xLLH4l1um_T09UTb0L7Zbeq37PFKT_fZQ4c2AA4QULbmnVeDO0yOeMY |
| link.rule.ids | 783 |
| linkProvider | Clarivate |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=An+enantio-+and+diastereoselective+synthesis+of+%28-%29-isoretronecanol+and+%28%2B%29-trachelanthamidine+from+a+meso+precursor&rft.jtitle=Heterocycles&rft.au=Konno%2C+H&rft.au=Kishi%2C+M&rft.au=Hiroya%2C+K&rft.au=Ogasawara%2C+K&rft.date=1998-12-31&rft.pub=Elsevier&rft.issn=0385-5414&rft.volume=49&rft.spage=33&rft.epage=37&rft_id=info:doi/10.3987%2Fcom-97-s4&rft.externalDBID=n%2Fa&rft.externalDocID=000078777900005 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0385-5414&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0385-5414&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0385-5414&client=summon |