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Volumn 68, Issue 25, 2003, Pages 9809-9812

Design of a New and Highly Effective Chiral Auxiliary for Diels-Alder Reaction of 1-Aminodiene

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CHEMICAL ANALYSIS;

EID: 0344235350     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0302049     Document Type: Article
Times cited : (46)

References (53)
  • 6
    • 0001118395 scopus 로고
    • Morrison, J. D., Ed.: Academic Press: New York
    • (c) Paquette L. A. In Asymmetric Synthesis; Morrison, J. D., Ed.: Academic Press: New York, 1984; Vol. 3B, p 455.
    • (1984) Asymmetric Synthesis , vol.3 B , pp. 455
    • Paquette, L.A.1
  • 12
    • 0007954504 scopus 로고
    • Taschner, M. J., Ed.; JAI Press: Greenwich
    • For reviews, see: (a) Taschner, M. J. Asymmetric Diels-Alder Reactions; Taschner, M. J., Ed.; JAI Press: Greenwich, 1989; Vol. 1, pp 1-101.
    • (1989) Asymmetric Diels-Alder Reactions , vol.1 , pp. 1-101
    • Taschner, M.J.1
  • 31
    • 0003405157 scopus 로고    scopus 로고
    • Thieme: Stuttgart, New York
    • (a) Kocienski, P. J. In Protecting Groups; Thieme: Stuttgart, New York, 2000; p 185.
    • (2000) Protecting Groups , pp. 185
    • Kocienski, P.J.1
  • 34
    • 0344107221 scopus 로고    scopus 로고
    • note
    • Throughout the paper, syn and anti notation refer to the conformation around the C(diene)-N(heterocycle) bond. (13) We presume that formation of other diastereoisomers is due to cycloaddition of the diene in its syn conformation and not to the approach of the dienophile from the most hindered face of the diene in its anti conformation.
  • 35
    • 0344107222 scopus 로고    scopus 로고
    • note
    • The Diels-Alder reaction occurs from the conformer presenting a cisoid conformation of the dienyl moiety; all the considered structures of dienes in this publication will present a cisoid conformation.
  • 43
    • 33845554708 scopus 로고
    • It was already demonstrated that the short (C-)H··· 0 contacts are more attractive than repulsive (a) Taylor, R.; Kennard, O. J. Am. Chem. Soc. 1982, 104, 5063-5070.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 5063-5070
    • Taylor, R.1    Kennard, O.2
  • 44
    • 0007116617 scopus 로고
    • H···0 = 2.30 Å) in the syn conformer are similar to those observed in structures in which such C-H···0 hydrogen bonds were established;
    • (1991) Acc. Chem. Res. , vol.24 , pp. 290-296
    • Desiraju, G.R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.