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Volumn 19, Issue 24, 2008, Pages 2763-2766

Towards the stereoselective synthesis of α-methylated (2S,3aS,7aS)-octahydroindole-2-carboxylic acid

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; CYCLOHEXANE DERIVATIVE; OCTAHYDROINDOLE 2 CARBOXYLIC ACID; UNCLASSIFIED DRUG;

EID: 59349105042     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2008.11.030     Document Type: Article
Times cited : (4)

References (32)
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    • Substituted Prolines: Syntheses and Applications in Structure-Activity Relationship Studies of Biologically Active Peptides
    • Attanasi O.A., and Spinelli D. (Eds), Royal Society of Chemistry, Cambridge
    • Karoyan P., Sagan S., Lequin O., Quancard J., Lavielle S., and Chassaing G. Substituted Prolines: Syntheses and Applications in Structure-Activity Relationship Studies of Biologically Active Peptides. In: Attanasi O.A., and Spinelli D. (Eds). Targets in Heterocyclic Systems. Chemistry and Properties Vol. 8 (2005), Royal Society of Chemistry, Cambridge 216-273
    • (2005) Targets in Heterocyclic Systems. Chemistry and Properties , vol.8 , pp. 216-273
    • Karoyan, P.1    Sagan, S.2    Lequin, O.3    Quancard, J.4    Lavielle, S.5    Chassaing, G.6
  • 13
    • 59349090690 scopus 로고    scopus 로고
    • note
    • Hereafter, a nomenclature without numerical locants at the stereochemical descriptors will be adopted for the sake of simplicity.
  • 22
    • 59349120860 scopus 로고    scopus 로고
    • Alatorre-Santamaría, S.; Rodriguez-Mata, M.; Gotor-Fernández, V.; de Mattos, M. C.; Sayago, F. J.; Jiménez, A. I.; Cativiela, C.; Gotor, V. Tetrahedron: Asymmetry, in press. doi:10.1016/j.tetasy.2008.06.010.
    • Alatorre-Santamaría, S.; Rodriguez-Mata, M.; Gotor-Fernández, V.; de Mattos, M. C.; Sayago, F. J.; Jiménez, A. I.; Cativiela, C.; Gotor, V. Tetrahedron: Asymmetry, in press. doi:10.1016/j.tetasy.2008.06.010.
  • 23
    • 59349105783 scopus 로고    scopus 로고
    • Hirata, N. U.S. Patent 20050106690.
    • Hirata, N. U.S. Patent 20050106690.
  • 24
    • 59349106736 scopus 로고    scopus 로고
    • Barvian, N. C.; Connolly, C. J. C.; Guzzo, P. R.; Hamby, J. M.; Hicks, J. L.; Johnson, M. R.; Le, V.-D.; Mitchell, L. H.; Roark, W. H. PCT Patent WO 2004092132.
    • Barvian, N. C.; Connolly, C. J. C.; Guzzo, P. R.; Hamby, J. M.; Hicks, J. L.; Johnson, M. R.; Le, V.-D.; Mitchell, L. H.; Roark, W. H. PCT Patent WO 2004092132.
  • 27
    • 0032962277 scopus 로고    scopus 로고
    • Seebach's self reproduction of chirality methodology formally allows the direct α-alkylation of l-proline, with complete retention of configuration, through the formation of an intermediate oxazolidinone
    • Wang H., and Germanas J.P. Synlett (1999) 33-36 Seebach's self reproduction of chirality methodology formally allows the direct α-alkylation of l-proline, with complete retention of configuration, through the formation of an intermediate oxazolidinone
    • (1999) Synlett , pp. 33-36
    • Wang, H.1    Germanas, J.P.2
  • 28
    • 59349095162 scopus 로고    scopus 로고
    • note
    • 1H NMR of the crude mixture of the N-Boc-protected esters (S,S,S)-4 and (R,S,S)-4 was complex and unsuitable for the determination of the diastereomeric ratio due to the presence of conformational rotamers.
  • 31
    • 59349110557 scopus 로고    scopus 로고
    • note
    • +: calcd. 320.1832, found 320.1832.
  • 32
    • 59349094846 scopus 로고    scopus 로고
    • note
    • -3. Crystallographic data (excluding structure factors) for this structure have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 694571. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44(0)-1223-336033 or e-mail: deposit@ccdc.cam.ac.uk].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.