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Vanadium-catalyzed addition of propargyl alcohols and imines.

ABSTRACT: A Mannich-type addition of propargylic alcohols and N-methoxycarbonylimines has been achieved by using a vanadium catalyst. The reactivity of the vanadium catalyst could be modulated by modifying the silanol ligands to avoid the background reaction. The strategy described herein provides an atom-economical access to beta-aryl-substituted Z-enones with an allylic amino functional group, which are not readily accessible with other methods.

SUBMITTER: Trost BM

PROVIDER: S-EPMC2529155 | biostudies-literature | 2006 Aug

REPOSITORIES: biostudies-literature

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Vanadium-catalyzed addition of propargyl alcohols and imines.

Trost Barry M BM Chung Cheol K CK

Journal of the American Chemical Society 20060801 32

A Mannich-type addition of propargylic alcohols and N-methoxycarbonylimines has been achieved by using a vanadium catalyst. The reactivity of the vanadium catalyst could be modulated by modifying the silanol ligands to avoid the background reaction. The strategy described herein provides an atom-economical access to beta-aryl-substituted Z-enones with an allylic amino functional group, which are not readily accessible with other methods. ...[more]

PMID: 16895388

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