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.
Aromatic acylsilanes [Ar-CO-SiMe 3 ; Ar = C 6 H 5 , 4-ClC 6 H 4 , 2-, 3-and 4-OMeC 6 H 4 , 3,4-(OMe) 2 C 6 H 3 and 3,4-OCH 2 OC 6 H 3 ] were reduced by baker's yeast to optically active α-silyl alcohols in 20-70% yield and 43-88% ee. Comments are made on the influence of silicon in this bioreduction reaction.
Some mechanistic proposals are made for the competitive desilylation reactions affording the corresponding primary alcohol and carboxylic acid that frequently occur in the bioreduction of acylsilanes.
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