Acylsilanes and their applications in organic chemistry

Abstract
Estudos sobre o emprego de acilsilanos em rotas sintéticas e as novas metodologias de preparação desenvolvidas nos últimos anos, tornaram estes organo-silanos importantes reagentes para síntese de compostos orgânicos. Esta revisão apresenta algumas aplicações recentes e vários métodos desenvolvidos para síntese de acilsilanos. Current studies concerning the use of acylsilanes in a variety of organic synthetic routes and the improved methodologies of their preparation have turned organosilanes into important reagents for organic chemistry. This review discusses the recent employment of acylsilanes in organic synthesis and also effective methods for their preparation. silicon directly attached to the carbonyl group, exhibiting unique chemical properties. The use of acylsilanes in organic synthesis has increased significantly over the last few years due to the discovery of valuable new reactions and the improvement of acylsilane synthesis methods. The substantial effect of the electronic properties and the bulk of trimethylsilyl group may be used to control the stereochemistry of reactions 1 . One of the well-established uses of acylsilanes in organic synthesis is as an aldehyde equivalent, in which a stereoselective nucleophilic attack on the carbonyl group, α to a chiral center, is followed by stereospecific replacement of the silyl group by hydrogen. Moreover, acylsilanes can be used as ester equivalents for chirality induction, since acylsilanes can be smoothly oxidized to esters. The enantioselective reduction and the cyclization reaction of acylsilanes appear to have substantial synthetic potential. In the first part of this review we present some physical properties of acylsilanes as well as some classical reactions involving organosilicon compounds. In the second part, we present some new work in this area as a complement to the previous reviews 2-7 and finally, in the third part, useful methods of acylsilane synthesis.