Preparative Organic Chemistry
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ChemInform Abstract: Reagent Control of Cram-Type Selectivity in the Mukaiyama Aldol Catalyzed by Supersilylating Agents.
First published: March 12, 1996
Abstract
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ChemInform Abstract
Supersilylating agents R3SiB(O-Tf)4 efficiently catalyze the Mukaiyama addition of enolsilanes (I) to unfunctionalized α-asym. aldehydes. The observed Cram-type selectivity correlates strongly with the steric bulk of the silyl group present in enolsilanes (I). Use of the triisopropylsilyl enol ether (Ic) results in unprecedented levels of 1,2-asym. induction.
