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Volumn 67, Issue 21, 2002, Pages 7573-7576

Synthesis of enantiopure cis- and trans-2,3-disubstituted piperidines

Author keywords

[No Author keywords available]

Indexed keywords

STEREOSELECTIVITY;

EID: 0037131150     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo025955+     Document Type: Article
Times cited : (17)

References (31)
  • 24
    • 0034670608 scopus 로고    scopus 로고
    • For a review, see: Graning, M. D.; Meyers, A. I. Tetrahedron 2000, 56, 9843. For recent applications, see: Amat, M.; Canto, M.; Llor, N.; Ponzo, V.; Perez, M.; Bosh, J. Angew. Chem., Int. Ed. 2002, 41, 335.
    • (2000) Tetrahedron , vol.56 , pp. 9843
    • Graning, M.D.1    Meyers, A.I.2
  • 27
    • 0031907833 scopus 로고    scopus 로고
    • Meyers, A. I.; Andres, C. J.; Resek, J. E.; Woodall, C. C.; McLaughlin, M. A.; Lee, P. H.; Price, D. A Tetrahedron 1999, 55, 8931. Meyers, A. I.; Price, D. A Chirality 1998, 10, 88. Meyers, A. I.; Price, D. A.; Andres, C. J. Synlett 1997, 533.
    • (1998) Chirality , vol.10 , pp. 88
    • Meyers, A.I.1    Price, D.A.2
  • 28
    • 0002620029 scopus 로고    scopus 로고
    • Meyers, A. I.; Andres, C. J.; Resek, J. E.; Woodall, C. C.; McLaughlin, M. A.; Lee, P. H.; Price, D. A Tetrahedron 1999, 55, 8931. Meyers, A. I.; Price, D. A Chirality 1998, 10, 88. Meyers, A. I.; Price, D. A.; Andres, C. J. Synlett 1997, 533.
    • (1997) Synlett , pp. 533
    • Meyers, A.I.1    Price, D.A.2    Andres, C.J.3
  • 29
    • 2142843960 scopus 로고    scopus 로고
    • note
    • Replacing methyl ester on 2a by the more crowed ethyl ester affects the stereochemical outcome of the reduction (de = 66%). This result could be explained by considering that for the intermediate 2a′ (Figure 1) the conformer A should be relatively more stable then in the case where a methyl ester is present such as in compound 2a. This effect should affect the diasteroselectivity of the reduction.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.