4.8 Article

Asymmetric direct vinylogous Michael reaction of activated alkenes to nitroolefins catalyzed by modified cinchona alkaloids

Journal

ORGANIC LETTERS
Volume 7, Issue 23, Pages 5293-5296

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol052283b

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The first organocatalytic and asymmetric direct vinylogous Michael reaction that employs the electron-deficient vinyl malononitriles as the nucleophilic species has been reported. The novel transformations exhibit exclusive gamma-selectivity and high diastereo- and enantioselectivity in the addition to nitroolefins, which give the multifunctional products with two vicinal chiral centers.

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