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Iridium-catalyzed regio- and enantioselective allylic substitution of silyl dienolates derived from dioxinones.

ABSTRACT: Reported herein is the iridium-catalyzed regio- and enantioselective allylic substitution reactions of unstabilized silyl dienolates derived from dioxinones. Asymmetric allylic substitution of a variety of allylic trichloroethyl carbonates with these silyl dienolates gave ?-allylated products selectively in 60-84% yield and 90-98%?ee.

SUBMITTER: Chen M 

PROVIDER: S-EPMC4214550 | biostudies-literature | 2014 Nov

REPOSITORIES: biostudies-literature

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Iridium-catalyzed regio- and enantioselective allylic substitution of silyl dienolates derived from dioxinones.

Chen Ming M   Hartwig John F JF  

Angewandte Chemie (International ed. in English) 20140915 45

Reported herein is the iridium-catalyzed regio- and enantioselective allylic substitution reactions of unstabilized silyl dienolates derived from dioxinones. Asymmetric allylic substitution of a variety of allylic trichloroethyl carbonates with these silyl dienolates gave γ-allylated products selectively in 60-84% yield and 90-98% ee. ...[more]

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