4.8 Article

Enolization of chiral α-silyloxy ketones with dicyclohexylchloroborane.: Application to stereoselective aldol reactions

Journal

ORGANIC LETTERS
Volume 2, Issue 17, Pages 2599-2602

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol006109t

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[GRAPHICS] Comprehensive analysis of the enolization of alpha-silyloxyketones by Chx(2)BCl/R(3)N has allowed us to design stereoselective Chx(2)BCl-mediated aldol processes that afford syn or anti aldol products and to disclose a hypothesis that accounts for the subtle effects that determine their enolization.

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