Organic letters

[Bis (2-pyridyldimethylsilyl) methyl] lithium. New Reagent for the Stereoselective Synthesis of Vinylsilanes

K Itami, T Nokami, J Yoshida

Index: Itami, Kenichiro; Nokami, Toshiki; Yoshida, Jun-Ichi Organic Letters, 2000 , vol. 2, # 9 p. 1299 - 1302

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Citation Number: 38

Abstract

The generation of (2-PyMe2Si) 2CHLi was easily accomplished by the deprotonation of (2- PyMe2Si) 2CH2 using n-BuLi in Et2O. Thus generated (2-PyMe2Si) 2CHLi was found to react with a variety of aldehydes and ketones to give the corresponding vinylsilanes in extremely high yields with complete stereoselectivities.