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Volumn , Issue 18, 2005, Pages 3946-3951

Regioselective and divergent opening of vinyl epoxides with alkyne nucleophiles

Author keywords

Alkyne nucleophiles; Epoxide opening; Regioselectivity; Vinyl epoxides

Indexed keywords


EID: 24944439877     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200500321     Document Type: Article
Times cited : (16)

References (36)
  • 2
    • 0001676186 scopus 로고
    • (Eds.: B. M. Trost, I. Fleming), Pergamon Press, Oxford
    • b) D. W. Knight, in: Comprehensive Organic Synthesis Vol. 3 (Eds.: B. M. Trost, I. Fleming), Pergamon Press, Oxford, 1991, pp. 241-270;
    • (1991) Comprehensive Organic Synthesis Vol. 3 , vol.3 , pp. 241-270
    • Knight, D.W.1
  • 3
    • 0000193873 scopus 로고
    • (Eds.: B. M. Trost, I. Flemming), Pergamon Press, Oxford
    • c) P. J. Garratt, in: Comprehensive Organic Synthesis Vol. 3 (Eds.: B. M. Trost, I. Flemming), Pergamon Press, Oxford, 1991, pp. 271-292.
    • (1991) Comprehensive Organic Synthesis Vol. 3 , vol.3 , pp. 271-292
    • Garratt, P.J.1
  • 19
    • 24944469455 scopus 로고    scopus 로고
    • note
    • 1H NMR spectroscopy of the crude reaction mixtures indicated complete conversion of the starting materials to the corresponding products. However, some material was inevitably lost upon silica gel chromatography, reflecting the acid lability of the ethoxyacetylene moiety.
  • 21
    • 0027504073 scopus 로고
    • Compound 14 was desilylated to give 27, its spectroscopic data being in complete accordance with literature data (U. Nubbemeyer, Synthesis 1993, 1120-1128).
    • (1993) Synthesis , pp. 1120-1128
    • Nubbemeyer, U.1
  • 32
    • 0034549491 scopus 로고    scopus 로고
    • Compound (S,S)-14 was synthesized from enantiomerically pure vinyl epoxide 2a. For the synthesis of enantiomerically pure 2a, see: A. Romero, C. H. Wong, J. Org. Chem. 2000, 65, 8264-8268.
    • (2000) J. Org. Chem. , vol.65 , pp. 8264-8268
    • Romero, A.1    Wong, C.H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.