The enantioselective allylation and crotylation of sterically hindered and functionalized aryl ketones: Convenient access to unusual tertiary carbinol structures

Abstract

(Chemical Equation Presented) A strained allylsilane reagent is highly effective in the enantioselective allylation of hydroxyphenylketones. The method is uniquely tolerant both of sterically hindered aliphatic ketones and highly functionalized diaryl ketones and has been extended to include the first examples of highly diastereo- and enantioselective ketone crotylation, which provides access to both diastereomers. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.