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Enantioselective epoxidation of chalcones and naphthoquinones mediated by (+)-norcamphor-derived hydroperoxide

Authors
Publisher
Elsevier Ltd
Publication Date
Volume
15
Issue
23
Identifiers
DOI: 10.1016/j.tetasy.2004.10.009
Disciplines
  • Economics

Abstract

Abstract (+)-Norcamphor-derived hydroperoxide has been employed in the asymmetric epoxidation of electron poor alkenes such as trans-chalcones and naphthoquinones. Optimization of the reaction conditions required the employment of n-BuLi/THF at −20 °C to achieve ees up to 58%. The epoxide of vitamin K 3 has now been obtained with the best up to now reported value of enantioselectivity (51% ee).

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