Stereochemically Controlled Asymmetric 1,2-Reduction of Enones Mediated by a Chiral Sulfoxide Moiety and a Lanthanum(III) Ion

[摘要]：Enantiomerically pure (Z)-beta-sulfinyl allylic alcohols of either handedness can be readily prepared from (Z)-beta-sulfinyl enones using NaBH4 or DIBAL reductants in the presence of LaCl3 as a chelating agent. A chiral sulfoxide auxiliary induces the remote 1,2-asymmetric reduction (1,4-induction) to afford various chiral allylic alcohols in high yields with excellent stereoselectivities (up to 100% de).

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