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Volumn 2, Issue 5, 1991, Pages 367-370

Preparation of optically active epoxides via sulfur ylides. Origin of the chiral induction.

Author keywords

[No Author keywords available]

Indexed keywords

EPOXIDE; SULFUR DERIVATIVE;

EID: 0025731654     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/S0957-4166(00)82121-7     Document Type: Article
Times cited : (63)

References (23)
  • 5
    • 84912852015 scopus 로고    scopus 로고
    • 2O treatment and oxidation.
  • 6
    • 84912893327 scopus 로고    scopus 로고
    • 13C nmr, HRMS and elemental analysis.
  • 7
    • 84912874771 scopus 로고    scopus 로고
    • Gabe, E., Bensimon, C-, unpublished results.
  • 8
    • 84912866241 scopus 로고    scopus 로고
    • Irradiation of the axial methyl protons at C-8 (δ1.19) showed 11% of nOe enhancement for the two signals at δ2.78 and δ2.76, which were attributed to -CHPh and the axial proton at C-4 respectively.
  • 9
    • 84912893132 scopus 로고    scopus 로고
    • AX methyl protons (δ1.21) showed a 15% nOe enhancement for the isopropyl methine proton (δ2,42) and a 10% nOe with the axial proton at C-2 (δ2.76).
  • 10
    • 84912868514 scopus 로고    scopus 로고
    • An isomer of 3b, having the isopropyl group equatorial at C-4, has also been isolated in 7% yield.
  • 12
    • 84912891408 scopus 로고    scopus 로고
    • Such a conformation which results in considerable reduction of the steric interactions between the newly introduced substituents and the syn C-8 methyl group, compared to the chair conformation, is also supported by calculations using P.C. Model 4.0 (Still and Allinger) Babu C., private communication.
  • 13
    • 37049154148 scopus 로고
    • CCCX.?The optically active diphenylhydroxyethylamines and isohydrobenzoins. Part III. Optically active diphenylethylene oxides
    • The (R,R)-stilbene oxide has a rotation value of +291° (c= .056, acetone)
    • (1930) Journal of the Chemical Society (Resumed) , pp. 2377
    • Read1    Campbell2
  • 17
    • 33845550903 scopus 로고
    • 3 induced shift for the benzylic hydrogen of (R)-4-chlorostyrene oxide than for the corresponding hydrogen in the (S)-isomer. See also
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 5791-5796
    • Groves1    Meyers2
  • 21
    • 84912870260 scopus 로고    scopus 로고
    • Whitesell, J.; Presented at the 8* IUPAC Synthesis Conference, July 1988, Nancy, France; and private communication.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.