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Diels-Alder reactions of cyclic isoimidium salts.

Organic letters (2010-09-17)
Robert K Boeckman, Yan Miller, Todd R Ryder
ABSTRACT

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.

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Sigma-Aldrich
(+)-Bis[(R)-1-phenylethyl]amine, 99%