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Volumn 62, Issue 1, 2006, Pages 54-65

Asymmetric synthesis of phosphonic acid analogues for acylcarnitine

Author keywords

Acylcarnitine; Asymmetric dihydroxylations; Phosphonic acid; Regioselectivity

Indexed keywords

ACYLCARNITINE; PHOSPHONIC ACID DERIVATIVE;

EID: 28444452561     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.09.126     Document Type: Article
Times cited : (16)

References (31)
  • 17
    • 0032558630 scopus 로고    scopus 로고
    • 2O (0.8 mol%) was critical for AD reactions of β,γ-unsaturated phosphonates since the reaction of 2b in the absence of the osmium salt resulted in slow reaction rates (20 h at 25°C) and slight decrease in both chemical yield and enantioselectivity (54% yield, 30% ee). For examples of AD reactions using additional osmium salt, see: (a) S.A. Hermitage, A. Murphy, P. Nielsen, and S.M. Roberts Tetrahedron 54 1998 13185
    • (1998) Tetrahedron , vol.54 , pp. 13185
    • Hermitage, S.A.1    Murphy, A.2    Nielsen, P.3    Roberts, S.M.4
  • 18
    • 28444463404 scopus 로고    scopus 로고
    • Ref. 8.
    • (b) Ref. 8.
  • 22
    • 0035900488 scopus 로고    scopus 로고
    • Kobayashi and co-workers observed a related AD of α-olefins having dibenzyl phosphonate showed higher enantioselectivity than the corresponding diethyl phosphonate. Y. Kobayashi, A.D. William, and Y. Tokoro J. Org. Chem. 66 2001 7903
    • (2001) J. Org. Chem. , vol.66 , pp. 7903
    • Kobayashi, Y.1    William, A.D.2    Tokoro, Y.3
  • 31
    • 28444487732 scopus 로고    scopus 로고
    • note
    • The molecular modeling of 16 was carried out by the MM2 calculation, followed by the semiempirical MO calculation (MOPAC-PM3) using the CAChe system.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.