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Peterson Allenation Using (Z)-(1-Lithio-1-alkenyl)trimethylsilanes

Akira Tsubouchi, Takashiro Kira, Takeshi Takeda*

*Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan, Email: takeda-tcc.tuat.ac.jp

A. Tsubouchi, T. Kira, T. Takeda, Synlett, 2006, 2577-2580.

DOI: 10.1055/s-2006-951474


Abstract

Lithium alkoxides of β-silylallylic alcohols underwent the Peterson elimination in DMF to give allenes. A one pot process for a Peterson allenation reaction of carbonyl compounds using (Z)-(1-lithio-1-alkenyl)trimethylsilanes is described.

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Titanocene(II)-promoted carbonyl allenation utilizing 1,1-dichloroalk-1-enes

T. Shono, K. Ito, A. Tsubouchi, T. Takeda, Org. Biomol. Chem., 2005, 3, 2914-2916.


Key Words

alcohols, allenes, carbonyl, elimination, silicon, Peterson Olefination


ID: J60-Y2006-4660