4.7 Article

Construction of adjacent quaternary and tertiary stereocenters via an organocatalytic allylic alkylation of Morita-Baylis-Hillman carbonates

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ADVANCED SYNTHESIS & CATALYSIS
卷 349, 期 3, 页码 281-286

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WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200600467

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allylic substitution; asymmetric catalysis; Baylis-Hillman reaction; Cinchona alkaloids; hydrogen bond

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Racemic Baylis-Hillman carbonates can be converted in densely functionalized products by reaction with cyano esters in the presence of a catalytic amount of a modified Cinchona alkaloid in high enantioselectivities and fair diastereoselectivities. A rational for the observed stereoselectivity is presented.

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