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Diels−Alder Reactions of Cyclic Isoimidium Salts

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posted on 2010-10-15, 00:00 authored by Robert K. Boeckman, Yan Miller, Todd R. Ryder
Diels−Alder reactions of cyclic isoimidium salts are described. The corresponding cycloadducts are obtained with high regio- and stereoselectivity. The use of homochiral cyclic isoimidium salts delivers cycloadducts with excellent diastereoselectivity (>99:1) that can be efficiently converted to enantiomerically pure lactones.