Synthetic Communications

The Reaction of α, α-Dichlorobenzyltrimethylsilane with Aldehydes and Ketones

GL Larson, JA Prieto, L Valle

Index: Larson, Gerald L.; Prieto, Jose A.; Valle, Luis del Synthetic Communications, 1989 , vol. 19, # 7,8 p. 1405 - 1412

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Citation Number: 6

Abstract

Abstract The reaction of α, α-dichlorobenzyltrimethylsilane with carbonyl compounds in the presence of fluoride ion fails to give reasonable yields of the α, α-dichlorobenzyl adducts except when carried out in the presence of zinc iodide and in HMPA as solvent. Under these conditions moderate yields of the adducts can be obtained with cyclohexanone, cyclohexenone, benzaldhyde and trans cinnamaldehyde. These reactions were ...