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Volumn 71, Issue 6, 2006, Pages 2445-2455

Efficient remote axial-to-central chirality transfer in enantioselective SmI2-mediated reductive coupling of aldehydes with crotonates of atropisomeric 1-naphthamides

Author keywords

[No Author keywords available]

Indexed keywords

GAMMA RAYS; NAPHTHALENE; OXYGEN; STEREOCHEMISTRY; X RAY CRYSTALLOGRAPHY;

EID: 33645027432     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0526486     Document Type: Article
Times cited : (36)

References (43)
  • 8
    • 0002745259 scopus 로고    scopus 로고
    • Selected examples of asymmetric induction using enantio-enriched atropisomeric amides, see: (a) Hughes, A. D.; Simpkins, N. S. Synlett 1998, 967-968.
    • (1998) Synlett , pp. 967-968
    • Hughes, A.D.1    Simpkins, N.S.2
  • 18
    • 33645031990 scopus 로고    scopus 로고
    • Ph.D. Thesis, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China
    • (c) Zhang, Y. Ph.D. Thesis, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China, 2005.
    • (2005)
    • Zhang, Y.1
  • 19
    • 0742306890 scopus 로고    scopus 로고
    • The chiral crotonate (+)-(aS)-5 was prepared previously by kinetic resolution via asymmetric dihydroxylation, see: Dai, W.-M.; Zhang, Y.; Zhang, Y. Tetrahedron: Asymmetry 2004, 15, 525-535.
    • (2004) Tetrahedron: Asymmetry , vol.15 , pp. 525-535
    • Dai, W.-M.1    Zhang, Y.2    Zhang, Y.3
  • 24
    • 33645019468 scopus 로고    scopus 로고
    • note
    • The syn and and isomers are defined as follows. With an orthogonal orientation of the naphthalene ring and amide moiety in 1-naphthamides, the syn and anti isomers may be viewed by placing the small group (H) of the C2 tetrahedral substituent on the naphthalene plane and pointing toward the C1 amide moiety. Thus, the syn isomer has the amide carbonyl oxygen atom on the same side with the oxygen atom (or functional group) of the tetrahedral substituent.
  • 37
    • 0742324509 scopus 로고    scopus 로고
    • For a recent review on polymer-supported chiral auxiliaries in asymmetric synthesis, see: (a) Chung, C. W. Y.; Toy, P. H. Tetrahedron: Asymmetry 2004, 15, 387-399.
    • (2004) Tetrahedron: Asymmetry , vol.15 , pp. 387-399
    • Chung, C.W.Y.1    Toy, P.H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.