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. 2001 Jan 25;3(2):299-302.
doi: 10.1021/ol006927l.

Unprecedented effects of achiral oxazolidinones on enantioselective radical-mediated conjugate additions using a chiral zinc triflate

M Murakata  1 , H Tsutsui, O Hoshino
Affiliations

Unprecedented effects of achiral oxazolidinones on enantioselective radical-mediated conjugate additions using a chiral zinc triflate

M Murakata et al. Org Lett. .

Abstract

[figure: see text] A role of achiral oxazolidinones to enhance the enantioselectivity in reactions of N-cinnamoyloxazolidinones with alkyl radicals promoted by a chiral Lewis acid is described. Efficient enantioselective radical-mediated conjugate additions of N-cinnamoyloxazolidinone can be realized by use of a chiral zinc triflate generated from a readily prepared chiral bisoxazoline and an achiral oxazolidione. The NH moiety of achiral oxazolidinones is found to be necessary to enhance the enantioselectivity.

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