Abstract
Pentacoordinate organosilicon species behave as Lewis acid as well as nucleophile. This unique character provides several interesting applications in selective reactions useful for organic synthesis. Accordingly, new reduction of carbonyl compounds with pentacoordinate hydridosilicates, new regio- and enantioselective allylation of aldehydes with pentacoordinate allylsilanes, and the new cleavage reaction of C-Si bonds are discussed. In these reactions, it is demonstrated that unique characters of pentacoordinate silicon species as a Lewis acid play an important role.
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