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Volumn 31, Issue 1, 1990, Pages 35-38

Preparation of optically active stilbene oxides via sulfonium salts derived from C2 symmetric thiolanes.

Author keywords

[No Author keywords available]

Indexed keywords

STILBENE DERIVATIVE;

EID: 0025166603     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)94327-2     Document Type: Article
Times cited : (58)

References (18)
  • 3
    • 84941217488 scopus 로고
    • For a review of the Sharpless asymmetric epoxidation see:, J.D. Morrison, Academic Press, New York, Chapter 7
    • (1985) Asymmetric Synthesis , vol.5 , pp. 193
    • Rossiter1
  • 6
    • 0023359751 scopus 로고
    • Enzymes and catalysts. I. Pig liver esterase-catalyzed hydrolysis of heterocycli diesters.
    • Absolute stereochemistry of (−)-thiolane-2,5-dicarboxylic acid was determined to be (2R),(5R) by conparison of its specific rotation with literature
    • (1987) CHEMICAL & PHARMACEUTICAL BULLETIN , vol.35 , Issue.6 , pp. 2266
    • Achiwa1    Morimoto2    Terao3
  • 7
    • 84918606126 scopus 로고    scopus 로고
    • 2S: C, 73.14; H, 7.36; S, 9.76. Found: C, 72.94; H, 7.36; S, 9.89.
  • 9
    • 84918598735 scopus 로고    scopus 로고
    • +- OBn, 6.6).
  • 11
    • 84918634931 scopus 로고    scopus 로고
    • +−57, 61%).
  • 15
    • 0000571875 scopus 로고
    • It is also known that the reaction of a sulfonium ylides such as (1)-(3) with a carbonyl compound to generate a betaine (i) is essentially irreversible
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 7424
    • Johnson1    Schroeck2    Shanklin3
  • 17
    • 0002038376 scopus 로고
    • and thus the final stereochemistry of the epoxide is fixed in this step. However the mode of addition of the ylide to a carbonyl group, whether a 2 + 2 cycloaddition analogous to the phosphorus ylide reaction
    • (1972) Tetrahedron Lett. , pp. 3313
    • Townsend1    Sharpless2
  • 18
    • 0001251363 scopus 로고
    • or a head to tail addition leading directly to the betaine (i) has not been established.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 1519
    • Vedejs1    Marth2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.