Stereoselective epoxidation of electron poor dienes using poly(L-leucine)

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Joanne V. Allen, Michael W. Cappi, Pierre D. Kary, Stanley M. Roberts, Natalie M. Williamson and L. Eduardo Wu


Abstract

Poly(L-leucine) catalysed oxidation of dienes 2, 3, 10, 16 and 18 and the triene 17 furnishes the corresponding epoxides 4, 5, 11, 19, 21 and 20 respectively in good to excellent yield and in states of high optical purity. Some regioselective reactions of the saturated epoxy ketones 5 and 11 are described.


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