Synlett 2008(13): 2080-2081  
DOI: 10.1055/s-2008-1067011
SPOTLIGHT
© Georg Thieme Verlag Stuttgart ˙ New York

Allyltrimethylsilane

Pabitra Kumar Kalita*
Gauhati University, Gapinath Bordoloi Nagar, Guwahati 781014, Assam, India
e-Mail: pk80chem@yahoo.com;
Further Information

Publication History

Publication Date:
19 June 2008 (online)

Introduction

Allyltrimethylsilane is an important reagent for the synthesis of homoallyl alcohols, ethers, amines, α,β-acetylenic ketones, β,γ-unsaturated ketones, etc., which are utilized as important building blocks for the synthesis of biologically active molecules. The allylation of carbonyl compounds is one of the most important C-C bond-forming reactions. The use of allyltrimethylsilane opens a new facet in the allylation reaction. The reaction of an allyltrimethylsilane with a carbonyl compound under Lewis acid conditions or in the presence of fluoride ions, known as the Sakurai-Hosomi reaction [¹] has been extensively studied and applied successfully in organic synthesis. In addition to allylation reactions, other reactions such as cyclization [²] or ring-opening reaction [³] are also carried out using the reagent.