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Volumn , Issue SPEC. ISS., 1999, Pages 847-859

The development of chiral, nonracemic dioxiranes for the catalytic, enantioselective epoxidation of alkenes

Author keywords

Alkenes; Dioxiranes; Enantioselective catalysis; Epoxidation; Epoxides

Indexed keywords

ALKENE DERIVATIVE; DIOXIRANE DERIVATIVE; ETHYLENE OXIDE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0032975651     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-3123     Document Type: Article
Times cited : (196)

References (118)
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    • For recent reports on the use of 4-oxothiane-1,1 -dioxide and more highly substituted oxopiperidinium salts as catalysts for epoxidation see: (a) Yang, D.; Yip, Y.-C.; Jiao, G.-S.; Wong, M.-K. J. Org. Chem. 1998, 63, 8952.
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    • note
    • (b) A corresponding labelling study under biphasic conditions with (E)-13 and have again concluded that dioxiranes are intermediates. These experiments were complicated by O-18 exchange with the buffer and less reproducible mass spectrometry. (b) The discrepancy between the observed and the expected incorporation of label was majorly due to a rapid formation and consumption of the dioxirane faster than the exchange of the label from the surrounding water with the ketone catalyst, and provided the most compelling evidence that, within experimental error, dioxiranes are the reactive oxidants in the monophasic epoxidation with Oxone.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.