Conformational Analysis and Optical Rotation of Carene β-Amino Alcohols: A DFT Study
Four carene β‐amino alcohols are subject of conformational analysis and optical rotation calculations carried out by using density functional theory with the hybrid B3LYP functional and aug‐cc‐pVDZ basis set. Despite relatively small values of the experimental optical rotations and conformational fl...
Saved in:
| Published in | European Journal of Organic Chemistry Vol. 2009; no. 27; pp. 4600 - 4605 |
|---|---|
| Main Authors | , |
| Format | Book Review Journal Article |
| Language | English |
| Published |
Weinheim
WILEY-VCH Verlag
01.09.2009
WILEY‐VCH Verlag Wiley-VCH |
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | Four carene β‐amino alcohols are subject of conformational analysis and optical rotation calculations carried out by using density functional theory with the hybrid B3LYP functional and aug‐cc‐pVDZ basis set. Despite relatively small values of the experimental optical rotations and conformational flexibility of these systems, the correct sign for the specific rotation was predicted for three of studied cases.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
Four recently reported carene β‐amino alcohols are subject of careful conformational analysis and specific optical rotation calculations by using the TDDFT/B3LYP approximation with the aug‐cc‐pVDZ basis set. Despite their conformational flexibility and relatively small experimental specific rotations, we were able to theoretically confirm the absolute configuration of three of the studied systems. |
|---|---|
| AbstractList | Four carene β‐amino alcohols are subject of conformational analysis and optical rotation calculations carried out by using density functional theory with the hybrid B3LYP functional and aug‐cc‐pVDZ basis set. Despite relatively small values of the experimental optical rotations and conformational flexibility of these systems, the correct sign for the specific rotation was predicted for three of studied cases.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
Four recently reported carene β‐amino alcohols are subject of careful conformational analysis and specific optical rotation calculations by using the TDDFT/B3LYP approximation with the aug‐cc‐pVDZ basis set. Despite their conformational flexibility and relatively small experimental specific rotations, we were able to theoretically confirm the absolute configuration of three of the studied systems. Four carene β‐amino alcohols are subject of conformational analysis and optical rotation calculations carried out by using density functional theory with the hybrid B3LYP functional and aug‐cc‐pVDZ basis set. Despite relatively small values of the experimental optical rotations and conformational flexibility of these systems, the correct sign for the specific rotation was predicted for three of studied cases.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) |
| Author | Łączkowski, Krzysztof Z. Baranowska, Angelika |
| Author_xml | – sequence: 1 givenname: Krzysztof Z. surname: Łączkowski fullname: Łączkowski, Krzysztof Z. organization: Department of Chemistry, Nicolaus Copernicus University, 7 Gagarin St., 87-100 Toruń, Poland – sequence: 2 givenname: Angelika surname: Baranowska fullname: Baranowska, Angelika email: angelikasabina.baranowska@usc.es organization: Department of Chemistry, Nicolaus Copernicus University, 7 Gagarin St., 87-100 Toruń, Poland |
| BackLink | http://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=21937600$$DView record in Pascal Francis |
| BookMark | eNqFkMtOwzAQRS0EEs8ta29Ypoxj10nYhVDKS1SiRbCzHMcWhjSu7CDob_EhfBOBoAohITYzo5l7Zuy7jdYb12iE9gkMCEB8qB-dGsQAGQBL2BraIpBlEfAM1ruaURaRjN5vou0QHqGTcU620G3hGuP8XLbWNbLGeReWwQYsmwpPFq1VXfPGtV9z7AwupNeNxu9vUT63jcN5rdyDq8MRzvHJ6QxP2-dquYs2jKyD3vvOO-j2dDQrzqKryfi8yK8iRYcJi1KZllQTIDqWKZQqNRVTzAwTxUpdxmlV0oQRiJVhNKGE8VSSEjiX6ZBWPDN0Bx30excydA81XjbKBrHwdi79UsTdhxMO0OkGvU55F4LXZiUhID7NE5_miZV5HcB-Acr2HrRe2vpvLOuxF1vr5T9HxOhiUvxko561odWvK1b6J8ETmgzF3fVYXLPjyzGHqQD6AapolRg |
| CitedBy_id | crossref_primary_10_1007_s11224_012_0178_9 crossref_primary_10_1007_s00044_017_1904_z crossref_primary_10_1039_C5RA20186A crossref_primary_10_3390_ijms21239050 crossref_primary_10_1080_14756366_2016_1186020 crossref_primary_10_1016_j_ica_2011_01_020 crossref_primary_10_1002_jcc_23347 |
| Cites_doi | 10.1146/annurev.physchem.55.091602.094449 10.1021/ja056611e 10.1039/p19850002039 10.1016/j.tetasy.2009.06.007 10.1016/S0040-4020(98)00204-X 10.1016/S0009-2614(01)00187-7 10.1002/chir.20261 10.1016/j.tetasy.2008.03.008 10.1103/PhysRevLett.55.2850 10.1016/S0957-4166(99)00040-3 10.1021/jo060755 10.1021/jp0774488 10.1016/j.tetasy.2008.03.026 10.1021/jp020124t 10.1063/1.3054301 10.1021/jp051685y 10.1016/j.cplett.2005.09.137 10.1063/1.1772352 10.1016/0923-1137(94)00087-L 10.1016/S0040-4039(00)80059-3 10.1021/jp047108b 10.1016/j.tet.2007.12.020 10.1021/jo802371z 10.1016/0040-4020(95)00447-G 10.1016/S0040-4039(98)01019-3 10.1016/S0957-4166(03)00314-8 10.1063/1.462569 10.1103/PhysRevLett.52.997 10.1051/jphysrad:01937008010039700 10.1021/jp0105138 10.1016/j.molstruc.2006.05.023 10.1021/j100096a001 10.1016/j.tetlet.2005.09.172 10.1002/chir.10270 |
| ContentType | Book Review Journal Article |
| Copyright | Copyright © 2009 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim 2015 INIST-CNRS |
| Copyright_xml | – notice: Copyright © 2009 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim – notice: 2015 INIST-CNRS |
| DBID | BSCLL AAYXX CITATION IQODW |
| DOI | 10.1002/ejoc.200900474 |
| DatabaseName | Istex CrossRef Pascal-Francis |
| DatabaseTitle | CrossRef |
| DatabaseTitleList | CrossRef |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| EISSN | 1099-0690 |
| EndPage | 4605 |
| ExternalDocumentID | 21937600 10_1002_ejoc_200900474 EJOC200900474 ark_67375_WNG_N4BKG60S_0 |
| Genre | bookReview |
| GroupedDBID | -~X .3N .GA .Y3 05W 0R~ 10A 1L6 1OC 31~ 33P 3SF 3WU 4.4 4ZD 50Y 50Z 51W 51X 52M 52N 52O 52P 52S 52T 52U 52W 52X 53G 5GY 5VS 66C 702 77Q 7PT 8-0 8-1 8-3 8-4 8-5 8UM 930 A03 AABCJ AAESR AAEVG AAHHS AANLZ AAONW AASGY AAXRX AAZKR ABCQN ABCUV ABDBF ABEML ABIJN ABJNI ABLJU ABPVW ACAHQ ACBWZ ACCFJ ACCZN ACGFS ACIWK ACNCT ACPOU ACSCC ACXBN ACXQS ADBBV ADEOM ADIZJ ADKYN ADMGS ADOZA ADXAS ADZMN ADZOD AEEZP AEIGN AEIMD AENEX AEQDE AEUQT AEUYR AFBPY AFFNX AFFPM AFGKR AFPWT AFZJQ AHBTC AI. AITYG AIURR AIWBW AJBDE AJXKR ALAGY ALMA_UNASSIGNED_HOLDINGS ALUQN AMBMR AMYDB ATUGU AUFTA AZBYB AZFZN AZVAB BAFTC BDRZF BFHJK BHBCM BMNLL BMXJE BNHUX BROTX BRXPI BSCLL BY8 CS3 D-E D-F DCZOG DPXWK DR2 DRFUL DRSTM EBS EJD F00 F01 F04 F5P FEDTE G-S G.N GNP GODZA H.T H.X HBH HF~ HGLYW HHY HHZ HVGLF HZ~ IX1 J0M JPC KQQ LATKE LAW LC2 LC3 LEEKS LH4 LITHE LOXES LP6 LP7 LUTES LW6 LYRES MEWTI MK4 MRFUL MRSTM MSFUL MSSTM MVM MXFUL MXSTM N04 N05 N9A NF~ NNB O66 O9- OIG P2P P2W P2X P4D Q.N Q11 QB0 QRW R.K RNS ROL RWI RX1 SUPJJ TN5 UB1 UPT V2E VH1 W8V W99 WBFHL WBKPD WH7 WIH WIK WJL WOHZO WQJ WRC WXSBR WYISQ XG1 XJT XOL XPP XV2 ZCG ~IA ~WT AAHQN AAMNL AANHP AAYCA ACRPL ACUHS ACYXJ ADNMO AFWVQ ALVPJ AAYXX AEYWJ AGHNM AGQPQ AGYGG CITATION AAMMB AEFGJ AGXDD AIDQK AIDYY IQODW |
| ID | FETCH-LOGICAL-c3574-8a8b3e101e2a80bc8fd4c4f57c4beb28db374102cf43731468a1b066a853d69f3 |
| IEDL.DBID | DR2 |
| ISSN | 1434-193X |
| IngestDate | Mon Jul 21 09:11:40 EDT 2025 Tue Jul 01 03:23:40 EDT 2025 Thu Apr 24 23:07:17 EDT 2025 Wed Jan 22 16:58:57 EST 2025 Wed Oct 30 09:52:07 EDT 2024 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 27 |
| Keywords | Molecular flexibility Aminoalcohol Conformational analysis Prediction Carene Theoretical study Density functional calculations Experimental study Terpene Amino alcohols Density functional method Optical rotation Conformation |
| Language | English |
| License | CC BY 4.0 |
| LinkModel | DirectLink |
| MergedId | FETCHMERGED-LOGICAL-c3574-8a8b3e101e2a80bc8fd4c4f57c4beb28db374102cf43731468a1b066a853d69f3 |
| Notes | ark:/67375/WNG-N4BKG60S-0 Dedicated to Professor Marek Zaidlewicz on the occasion of his 70th birthday istex:483A66865DB2BF1B735448A614679BC6884BF891 ArticleID:EJOC200900474 |
| PageCount | 6 |
| ParticipantIDs | pascalfrancis_primary_21937600 crossref_primary_10_1002_ejoc_200900474 crossref_citationtrail_10_1002_ejoc_200900474 wiley_primary_10_1002_ejoc_200900474_EJOC200900474 istex_primary_ark_67375_WNG_N4BKG60S_0 |
| ProviderPackageCode | CITATION AAYXX |
| PublicationCentury | 2000 |
| PublicationDate | September 2009 |
| PublicationDateYYYYMMDD | 2009-09-01 |
| PublicationDate_xml | – month: 09 year: 2009 text: September 2009 |
| PublicationDecade | 2000 |
| PublicationPlace | Weinheim |
| PublicationPlace_xml | – name: Weinheim |
| PublicationTitle | European Journal of Organic Chemistry |
| PublicationTitleAlternate | Eur. J. Org. Chem |
| PublicationYear | 2009 |
| Publisher | WILEY-VCH Verlag WILEY‐VCH Verlag Wiley-VCH |
| Publisher_xml | – name: WILEY-VCH Verlag – name: WILEY‐VCH Verlag – name: Wiley-VCH |
| References | W. A. J. Starmans , R. W. A. Walgers , L. Thijs , R. de Gelder , J. M. M. Smits , B. Zwanenburg , Tetrahedron 1998 , 54 , 4991 -5004 . S. Coriani , A. Baranowska , L. Ferrighi , C. Forzato , D. Marchesan , P. Nitti , G. Pitacco , A. Rizzo , K. Ruud , Chirality 2006 , 18 , 357 -369 . M. Masui , T. Shiori , Tetrahedron Lett. 1998 , 39 , 5195 -5198 . M. P. Krzemiński , M. Zaidlewicz , Tetrahedron: Asymmetry 2003 , 14 , 1463 -1466 . P. J. Stephens , F. J. Devlin , J. P. Cheeseman , M. J. Frisch , O. Bortolini , P. Besse , Chirality 2003 , 15 , S57-S64. P. J. Stephens , F. J. Devlin , J. P. Cheeseman , M. J. Frisch , J. Phys. Chem. A 2001 , 105 , 5356 -5371 . D. Hobuss , A. Baro , D. Hobuss , A. Baro , S. Laschat , W. Frey , Tetrahedron 2008 , 64 , 1635 -1640 . B. Mennucci , J. Tomasi , R. Cammi , J. R. Cheeseman , M. J. Frisch , F. J. Devlin , S. Gabriel , P. J. Stephens , J. Phys. Chem. A 2002 , 106 , 6102 -6113 . F. London , J. Phys. Radium 1937 , 8 , 397 -409 . C. E. Song , C. R. Oh , E. J. Roh , S. Lee , J. H. Choi , Tetrahedron: Asymmetry 1999 , 10 , 671 -674 . K. Z. Łączkowski , A. Kmieciak , A. Kozakiewicz , Tetrahedron: Asymmetry 2009 , 20 , 1487 -1492 . E. M. de Carvalho , J. D. Figueroa Villar , J. S. Greco , S. Pinheiro , J. W. de M. Carneiro, J. Mol. Struct. 2007 , 827 , 121 -125 . M. C. Tam , N. J. Russ , T. D. Crawford , J. Chem. Phys. 2004 , 121 , 3550 -3557 . D. Marchesan , S. Coriani , C. Forzato , P. Nitti , G. Pitacco , K. Ruud , J. Phys. Chem. A 2005 , 109 , 1449 -1453 . M. A. L. Marques, E. K. U. Gross , Annu. Rev. Phys. Chem. 2004 , 55 , 427 -455 . E. Runge , E. K. U. Gross , Phys. Rev. Lett. 1984 , 52 , 997 -1000 . M. Pecul , Chem. Phys. Lett. 2006 , 418 , 1 -10 . T. D. Crawford , P. J. Stephens , J. Phys. Chem. A 2008 , 112 , 1339 -1345 . J. Kongsted , T. B. Pedersen , L. Jensen , A. E. Hansen , K. V. Mikkelsen , J. Am. Chem. Soc. 2006 , 128 , 976 -982 . Y. Akito , Y. Yoneyoshi , G. Suzukamo , Tetrahedron Lett. 1988 , 29 , 223 -224 . E. K. U. Gross, W. Kohn , Phys. Rev. Lett. 1985 , 55 , 2850 -2852 . R. A. Kendall , T. H. Dunning Jr , R. J. Harrison , J. Chem. Phys. 1992 , 96 , 6796 -6806 . D. M. McCann , P. J. Stephens , J. Org. Chem. 2006 , 71 , 6074 -6098 . S. Itsuno , M. Nakano , K. Moyazaki , H. Maruda , K. Ito , J. Chem. Soc. Perkin Trans. 1 1985 , 2039 -2044 . K. Ruud , P. R. Taylor , P.-O. Åstrand , Chem. Phys. Lett. 2001 , 337 , 217 -223 . C. M. Binder , A. Bautista , M. Zaidlewicz , M. P. Krzemiński , A. Oliver , B. Singaram , J. Org. Chem. 2009 , 74 , 2337 -2343 . M. Masui , T. Shioiri , Tetrahedron 1995 , 51 , 8363 -8370 . B. T. Cho , M. H. Ryu , Y. S. Chun , Ch. Dauelsberg , S. Wallbaum , J. Martens , Bull. Korean Chem. Soc. 1994 , 15 , 53 -57 . P. J. Stephens , F. J. Devlin , C. F. Chabalowski , M. J. Frisch , J. Phys. Chem. 1994 , 98 , 11623 -11627 . B. C. Mort , J. Autschbach , J. Phys. Chem. A 2005 , 109 , 8617 -8623 . T. B. Pedersen , J. Kongsted , T. D. Crawford , K. Ruud , J. Chem. Phys. 2009 , 130 , 034310 . M. P. Krzemiński , A. Wojtczak , Tetrahedron Lett. 2005 , 46 , 8299 -8302 . S. Itsuno , K. Watanabe , T. Koizumi , K. Ito , React. Polym. 1995 , 24 , 219 -227 . K. Z. Łączkowski , M. M. Pakulski , M. P. Krzemiński , P. Jaisankar , M. Zaidlewicz , Tetrahedron: Asymmetry 2008 , 19 , 788 -795 . M. J. Bosiak , M. P. Krzemiński , P. Jaisankar , M. Zaidlewicz , Tetrahedron: Asymmetry 2008 , 19 , 956 -963 . 2006; 71 1995; 51 2004; 121 2009; 20 2006; 418 2008; 19 2003; 14 2007 2003; 15 2006; 18 2009; 130 2007; 827 2005; 46 1992; 96 2001; 105 2004; 55 1984; 52 1998; 39 2009; 74 1988; 29 1995; 24 2002; 106 1985 2005; 109 1999; 10 1994; 15 2008; 64 1985; 55 2008; 112 1937; 8 1998; 54 2006; 128 1994; 98 2001; 337 e_1_2_6_31_2 e_1_2_6_30_2 Gross E. K. U. (e_1_2_6_28_2) 2004; 55 e_1_2_6_18_2 e_1_2_6_19_2 Kohn W. (e_1_2_6_27_2) 1985; 55 e_1_2_6_35_2 e_1_2_6_13_2 e_1_2_6_34_2 e_1_2_6_10_2 e_1_2_6_33_2 e_1_2_6_11_2 e_1_2_6_32_2 e_1_2_6_16_2 e_1_2_6_39_2 e_1_2_6_17_2 e_1_2_6_38_2 e_1_2_6_14_2 e_1_2_6_37_2 e_1_2_6_15_2 e_1_2_6_36_2 e_1_2_6_42_2 e_1_2_6_20_2 e_1_2_6_41_2 Akito Y. (e_1_2_6_12_2) 1988; 29 e_1_2_6_40_2 Cho B. T. (e_1_2_6_8_2) 1994; 15 e_1_2_6_7_2 e_1_2_6_9_2 e_1_2_6_29_2 e_1_2_6_4_2 e_1_2_6_3_2 e_1_2_6_6_2 e_1_2_6_5_2 e_1_2_6_24_2 e_1_2_6_23_2 e_1_2_6_2_2 e_1_2_6_22_2 e_1_2_6_1_2 e_1_2_6_21_2 e_1_2_6_43_2 e_1_2_6_44_2 e_1_2_6_26_2 e_1_2_6_45_2 e_1_2_6_25_2 |
| References_xml | – reference: M. P. Krzemiński , M. Zaidlewicz , Tetrahedron: Asymmetry 2003 , 14 , 1463 -1466 . – reference: S. Coriani , A. Baranowska , L. Ferrighi , C. Forzato , D. Marchesan , P. Nitti , G. Pitacco , A. Rizzo , K. Ruud , Chirality 2006 , 18 , 357 -369 . – reference: C. M. Binder , A. Bautista , M. Zaidlewicz , M. P. Krzemiński , A. Oliver , B. Singaram , J. Org. Chem. 2009 , 74 , 2337 -2343 . – reference: D. Marchesan , S. Coriani , C. Forzato , P. Nitti , G. Pitacco , K. Ruud , J. Phys. Chem. A 2005 , 109 , 1449 -1453 . – reference: B. C. Mort , J. Autschbach , J. Phys. Chem. A 2005 , 109 , 8617 -8623 . – reference: D. M. McCann , P. J. Stephens , J. Org. Chem. 2006 , 71 , 6074 -6098 . – reference: M. J. Bosiak , M. P. Krzemiński , P. Jaisankar , M. Zaidlewicz , Tetrahedron: Asymmetry 2008 , 19 , 956 -963 . – reference: F. London , J. Phys. Radium 1937 , 8 , 397 -409 . – reference: S. Itsuno , K. Watanabe , T. Koizumi , K. Ito , React. Polym. 1995 , 24 , 219 -227 . – reference: D. Hobuss , A. Baro , D. Hobuss , A. Baro , S. Laschat , W. Frey , Tetrahedron 2008 , 64 , 1635 -1640 . – reference: T. B. Pedersen , J. Kongsted , T. D. Crawford , K. Ruud , J. Chem. Phys. 2009 , 130 , 034310 . – reference: B. T. Cho , M. H. Ryu , Y. S. Chun , Ch. Dauelsberg , S. Wallbaum , J. Martens , Bull. Korean Chem. Soc. 1994 , 15 , 53 -57 . – reference: B. Mennucci , J. Tomasi , R. Cammi , J. R. Cheeseman , M. J. Frisch , F. J. Devlin , S. Gabriel , P. J. Stephens , J. Phys. Chem. A 2002 , 106 , 6102 -6113 . – reference: S. Itsuno , M. Nakano , K. Moyazaki , H. Maruda , K. Ito , J. Chem. Soc. Perkin Trans. 1 1985 , 2039 -2044 . – reference: K. Ruud , P. R. Taylor , P.-O. Åstrand , Chem. Phys. Lett. 2001 , 337 , 217 -223 . – reference: E. K. U. Gross, W. Kohn , Phys. Rev. Lett. 1985 , 55 , 2850 -2852 . – reference: M. Masui , T. Shiori , Tetrahedron Lett. 1998 , 39 , 5195 -5198 . – reference: W. A. J. Starmans , R. W. A. Walgers , L. Thijs , R. de Gelder , J. M. M. Smits , B. Zwanenburg , Tetrahedron 1998 , 54 , 4991 -5004 . – reference: M. Masui , T. Shioiri , Tetrahedron 1995 , 51 , 8363 -8370 . – reference: E. Runge , E. K. U. Gross , Phys. Rev. Lett. 1984 , 52 , 997 -1000 . – reference: R. A. Kendall , T. H. Dunning Jr , R. J. Harrison , J. Chem. Phys. 1992 , 96 , 6796 -6806 . – reference: Y. Akito , Y. Yoneyoshi , G. Suzukamo , Tetrahedron Lett. 1988 , 29 , 223 -224 . – reference: M. Pecul , Chem. Phys. Lett. 2006 , 418 , 1 -10 . – reference: C. E. Song , C. R. Oh , E. J. Roh , S. Lee , J. H. Choi , Tetrahedron: Asymmetry 1999 , 10 , 671 -674 . – reference: K. Z. Łączkowski , M. M. Pakulski , M. P. Krzemiński , P. Jaisankar , M. Zaidlewicz , Tetrahedron: Asymmetry 2008 , 19 , 788 -795 . – reference: E. M. de Carvalho , J. D. Figueroa Villar , J. S. Greco , S. Pinheiro , J. W. de M. Carneiro, J. Mol. Struct. 2007 , 827 , 121 -125 . – reference: P. J. Stephens , F. J. Devlin , J. P. Cheeseman , M. J. Frisch , J. Phys. Chem. A 2001 , 105 , 5356 -5371 . – reference: J. Kongsted , T. B. Pedersen , L. Jensen , A. E. Hansen , K. V. Mikkelsen , J. Am. Chem. Soc. 2006 , 128 , 976 -982 . – reference: P. J. Stephens , F. J. Devlin , J. P. Cheeseman , M. J. Frisch , O. Bortolini , P. Besse , Chirality 2003 , 15 , S57-S64. – reference: P. J. Stephens , F. J. Devlin , C. F. Chabalowski , M. J. Frisch , J. Phys. Chem. 1994 , 98 , 11623 -11627 . – reference: M. A. L. Marques, E. K. U. Gross , Annu. Rev. Phys. Chem. 2004 , 55 , 427 -455 . – reference: M. P. Krzemiński , A. Wojtczak , Tetrahedron Lett. 2005 , 46 , 8299 -8302 . – reference: M. C. Tam , N. J. Russ , T. D. Crawford , J. Chem. Phys. 2004 , 121 , 3550 -3557 . – reference: K. Z. Łączkowski , A. Kmieciak , A. Kozakiewicz , Tetrahedron: Asymmetry 2009 , 20 , 1487 -1492 . – reference: T. D. Crawford , P. J. Stephens , J. Phys. Chem. A 2008 , 112 , 1339 -1345 . – start-page: 2039 year: 1985 end-page: 2044 publication-title: J. Chem. Soc. Perkin Trans. 1 – volume: 8 start-page: 397 year: 1937 end-page: 409 publication-title: J. Phys. Radium – volume: 827 start-page: 121 year: 2007 end-page: 125 publication-title: J. Mol. Struct. – volume: 51 start-page: 8363 year: 1995 end-page: 8370 publication-title: Tetrahedron – volume: 46 start-page: 8299 year: 2005 end-page: 8302 publication-title: Tetrahedron Lett. – year: 2007 – volume: 106 start-page: 6102 year: 2002 end-page: 6113 publication-title: J. Phys. Chem. A – volume: 55 start-page: 427 year: 2004 end-page: 455 publication-title: Annu. Rev. Phys. Chem. – volume: 15 start-page: 53 year: 1994 end-page: 57 publication-title: Bull. Korean Chem. Soc. – volume: 10 start-page: 671 year: 1999 end-page: 674 publication-title: Tetrahedron: Asymmetry – volume: 109 start-page: 8617 year: 2005 end-page: 8623 publication-title: J. Phys. Chem. A – volume: 14 start-page: 1463 year: 2003 end-page: 1466 publication-title: Tetrahedron: Asymmetry – volume: 29 start-page: 223 year: 1988 end-page: 224 publication-title: Tetrahedron Lett. – volume: 19 start-page: 788 year: 2008 end-page: 795 publication-title: Tetrahedron: Asymmetry – volume: 96 start-page: 6796 year: 1992 end-page: 6806 publication-title: J. Chem. Phys. – volume: 71 start-page: 6074 year: 2006 end-page: 6098 publication-title: J. Org. Chem. – volume: 109 start-page: 1449 year: 2005 end-page: 1453 publication-title: J. Phys. Chem. A – volume: 54 start-page: 4991 year: 1998 end-page: 5004 publication-title: Tetrahedron – volume: 18 start-page: 357 year: 2006 end-page: 369 publication-title: Chirality – volume: 15 year: 2003 publication-title: Chirality – volume: 20 start-page: 1487 year: 2009 end-page: 1492 publication-title: Tetrahedron: Asymmetry – volume: 52 start-page: 997 year: 1984 end-page: 1000 publication-title: Phys. Rev. Lett. – volume: 98 start-page: 11623 year: 1994 end-page: 11627 publication-title: J. Phys. Chem. – volume: 128 start-page: 976 year: 2006 end-page: 982 publication-title: J. Am. Chem. Soc. – volume: 55 start-page: 2850 year: 1985 end-page: 2852 publication-title: Phys. Rev. Lett. – volume: 112 start-page: 1339 year: 2008 end-page: 1345 publication-title: J. Phys. Chem. A – volume: 337 start-page: 217 year: 2001 end-page: 223 publication-title: Chem. Phys. Lett. – volume: 39 start-page: 5195 year: 1998 end-page: 5198 publication-title: Tetrahedron Lett. – volume: 19 start-page: 956 year: 2008 end-page: 963 publication-title: Tetrahedron: Asymmetry – volume: 24 start-page: 219 year: 1995 end-page: 227 publication-title: React. Polym. – volume: 418 start-page: 1 year: 2006 end-page: 10 publication-title: Chem. Phys. Lett. – volume: 121 start-page: 3550 year: 2004 end-page: 3557 publication-title: J. Chem. Phys. – volume: 64 start-page: 1635 year: 2008 end-page: 1640 publication-title: Tetrahedron – volume: 105 start-page: 5356 year: 2001 end-page: 5371 publication-title: J. Phys. Chem. A – volume: 130 start-page: 034310 year: 2009 publication-title: J. Chem. Phys. – volume: 74 start-page: 2337 year: 2009 end-page: 2343 publication-title: J. Org. Chem. – ident: e_1_2_6_16_2 – volume: 55 start-page: 427 year: 2004 ident: e_1_2_6_28_2 publication-title: Annu. Rev. Phys. Chem. doi: 10.1146/annurev.physchem.55.091602.094449 – ident: e_1_2_6_21_2 – ident: e_1_2_6_44_2 doi: 10.1021/ja056611e – ident: e_1_2_6_11_2 doi: 10.1039/p19850002039 – ident: e_1_2_6_19_2 doi: 10.1016/j.tetasy.2009.06.007 – ident: e_1_2_6_32_2 – ident: e_1_2_6_5_2 doi: 10.1016/S0040-4020(98)00204-X – ident: e_1_2_6_42_2 doi: 10.1016/S0009-2614(01)00187-7 – volume: 15 start-page: 53 year: 1994 ident: e_1_2_6_8_2 publication-title: Bull. Korean Chem. Soc. – ident: e_1_2_6_24_2 doi: 10.1002/chir.20261 – ident: e_1_2_6_38_2 – ident: e_1_2_6_15_2 doi: 10.1016/j.tetasy.2008.03.008 – volume: 55 start-page: 2850 year: 1985 ident: e_1_2_6_27_2 publication-title: Phys. Rev. Lett. doi: 10.1103/PhysRevLett.55.2850 – ident: e_1_2_6_10_2 doi: 10.1016/S0957-4166(99)00040-3 – ident: e_1_2_6_34_2 doi: 10.1021/jo060755 – ident: e_1_2_6_35_2 doi: 10.1021/jp0774488 – ident: e_1_2_6_20_2 – ident: e_1_2_6_18_2 doi: 10.1016/j.tetasy.2008.03.026 – ident: e_1_2_6_31_2 doi: 10.1021/jp020124t – ident: e_1_2_6_45_2 doi: 10.1063/1.3054301 – ident: e_1_2_6_43_2 doi: 10.1021/jp051685y – ident: e_1_2_6_25_2 doi: 10.1016/j.cplett.2005.09.137 – ident: e_1_2_6_36_2 doi: 10.1063/1.1772352 – ident: e_1_2_6_4_2 doi: 10.1016/0923-1137(94)00087-L – volume: 29 start-page: 223 year: 1988 ident: e_1_2_6_12_2 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(00)80059-3 – ident: e_1_2_6_23_2 doi: 10.1021/jp047108b – ident: e_1_2_6_3_2 doi: 10.1016/j.tet.2007.12.020 – ident: e_1_2_6_6_2 doi: 10.1021/jo802371z – ident: e_1_2_6_13_2 doi: 10.1016/0040-4020(95)00447-G – ident: e_1_2_6_14_2 doi: 10.1016/S0040-4039(98)01019-3 – ident: e_1_2_6_9_2 doi: 10.1016/S0957-4166(03)00314-8 – ident: e_1_2_6_30_2 doi: 10.1063/1.462569 – ident: e_1_2_6_26_2 doi: 10.1103/PhysRevLett.52.997 – ident: e_1_2_6_37_2 doi: 10.1051/jphysrad:01937008010039700 – ident: e_1_2_6_33_2 doi: 10.1021/jp0105138 – ident: e_1_2_6_39_2 – ident: e_1_2_6_40_2 doi: 10.1016/j.molstruc.2006.05.023 – ident: e_1_2_6_1_2 – ident: e_1_2_6_7_2 – ident: e_1_2_6_29_2 doi: 10.1021/j100096a001 – ident: e_1_2_6_17_2 – ident: e_1_2_6_2_2 doi: 10.1016/j.tetlet.2005.09.172 – ident: e_1_2_6_22_2 doi: 10.1002/chir.10270 – ident: e_1_2_6_41_2 |
| SSID | ssj0009661 |
| Score | 1.2615825 |
| Snippet | Four carene β‐amino alcohols are subject of conformational analysis and optical rotation calculations carried out by using density functional theory with the... |
| SourceID | pascalfrancis crossref wiley istex |
| SourceType | Index Database Enrichment Source Publisher |
| StartPage | 4600 |
| SubjectTerms | Alicyclic compounds, terpenoids, prostaglandins, steroids Amino alcohols Chemistry Conformational analysis Density functional calculations Exact sciences and technology Optical rotation Organic chemistry Preparations and properties Terpenoids |
| Title | Conformational Analysis and Optical Rotation of Carene β-Amino Alcohols: A DFT Study |
| URI | https://api.istex.fr/ark:/67375/WNG-N4BKG60S-0/fulltext.pdf https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fejoc.200900474 |
| Volume | 2009 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV3LSsQwFA2iC3XjG8cXWYiuqm2TvtyNo6MojOADZ1fyKuhoK_MAdeUn-C1-iB_hl5ib2OoIIuiuhZumvXn0JDn3XITWIxKEkoTcITwjsHUjHJ7IEK4SoRfNPpGGINsKDy_oUTtof4nit_oQ1YYbjAwzX8MAZ7y3_Skaqq4LI0GYgOAhCIICYQtQ0emnfpTG8mbFRQl1NFJpl6qNrr89XHzorzQGDr4HliTraUdlNsPFMHo1v5_mFGLli1vWSWdr0Odb4vGbpuN_vmwaTULYA7ZnBTNoROWzaLxRpoObQ5cQG1hGOrIbXKqZYJZLfHJntsTxaWFP9nGRYYhsyhV-fXl7eq7fXuUFrtt0vL0dXMd7zXMMHMaHeXTR3D9vHDofWRkcQYKIOjGLOVF6JCufxS4XcSapoFkQCcr1Mj2WnGiU4voiA9UkiOxiHtfAhmlgIMMkIwtoNC9ytYhwEiSeIpKGxNVPiDzOPE8KGqmMJ7oSXkNO2Sqp-JAsh8wZN6kVW_ZTcFVauaqGNiv7OyvW8aPlhmnkyox1O0Bxi4L0snWQtuju8UHonqVuDa0N9YKqgJ7pgU-kDXzTlr9UmO4fnTSqu6W_FFpGE_YoCwhuK2i03x2oVY2I-nzN9Pp3qzQBuw |
| linkProvider | Wiley-Blackwell |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV3NTtwwEB61y4Fy6Q8gFlrqQ1VOgSR2_nrbblm2QBcJFsHN8l-kFkgQ7EptT32EPksfpA_RJ6nHJkGLhJDaWyKN48TO2DPjb74BeJPRJNU0lQGVJcXQjQpkoVO8KpR1mmOqHUB2lA6P2e5p0qAJMRfG80O0ATfUDLdeo4JjQHrrljXUfKkdB2GBjIfsMcxhWW_nVR3eMkhZa975XIyywNoqpw1vYxhvzbaf2ZfmcIi_Ik5SXNuhKn2Ni1n71W1Ag6cgm1f3uJOzzelEbqrvd1gd_-vbnsECZj4Qf1zwHB6Z6gXM95uKcItwgumBTbKjOCcNoQkRlSYHly4qTg5rf7hP6pJgclNlyO9ff3787F18rmrS8xV5r9-RHvkwGBOEMX5bguPB9rg_DG4KMwSKJhkLcpFLaqwym1jkoVR5qZliZZIpJq2nnmtJraESxqpE4iRM7hKRtLaNsLaBTouSLkOnqiuzAqRIishQzVIa2idkkRRRpBXLTCkL24nsQtBMC1c3rOVYPOOce77lmONQ8XaourDRyl96vo57Jd-6WW7FxNUZotyyhJ-MdviIvd_bScMjHnZhfeY3aBvYxR4hRVYgdpP5QId8e_eg396t_kuj1zA_HH_a5_sfR3tr8MSfbCHe7SV0JldT88oaSBO57lTgL8i7BdY |
| linkToPdf | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV3bbtQwEB2VVoLywl1dLq0fEDylTWLnxtuy221p0RaVVt03y1eJXpJVu5WAJz6Bb-FD-Ai-BI_dpCwSQoK3RBrH8dhjH9szZwCeFzTLNc1lRKWleHSjIlnpHJ8q5TbNKdXeQXacbx-ynUk2-SWKP_BDdAduaBl-vkYDn2q7cU0aao4bT0FYIeEhuwFLLI9LHNfD_WsCKQfm_ZaLURY5qDJpaRvjdGO-_NyytIQa_ohukuLCacqGFBfz8NWvP6M7INo_D24nJ-uXM7muPv9G6vg_TbsLtzHugYTLgnuwYOr7cGvQ5oN7AEcYHNiGOopT0tKZEFFrsjf1Z-JkvwlX-6SxBEObakO-f_vx5Wv_7EPdkH7Ix3vxivTJcHRA0Inx00M4HG0eDLajq7QMkaJZwaJSlJIaZ8omFWUsVWk1U8xmhWLS7dNLLamDKXGqLNImYWiXSKRDNsIhA51Xlj6CxbqpzQqQKqsSQzXLaey-UCRSJIlWrDBWVq4S2YOo7RWurjjLMXXGKQ9syylHVfFOVT142clPA1vHHyVf-E7uxMT5Cfq4FRk_Gm_xMXu9u5XH73ncg9W5UdAVcFM9OhQ5gdT35V8q5Js7e4Pu7fG_FFqDm--GI_72zXj3CSyHay10dnsKi7PzS_PMoaOZXPUG8BPIHwSO |
| 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=Conformational+Analysis+and+Optical+Rotation+of+Carene+%CE%B2%E2%80%90Amino+Alcohols%3A+A+DFT+Study&rft.jtitle=European+journal+of+organic+chemistry&rft.au=%C5%81%C4%85czkowski%2C+Krzysztof+Z.&rft.au=Baranowska%2C+Angelika&rft.date=2009-09-01&rft.pub=WILEY%E2%80%90VCH+Verlag&rft.issn=1434-193X&rft.eissn=1099-0690&rft.volume=2009&rft.issue=27&rft.spage=4600&rft.epage=4605&rft_id=info:doi/10.1002%2Fejoc.200900474&rft.externalDBID=10.1002%252Fejoc.200900474&rft.externalDocID=EJOC200900474 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1434-193X&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1434-193X&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1434-193X&client=summon |