Synlett

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

A Tsubouchi, T Kira, T Takeda

Index: Tsubouchi, Akira; Kira, Takashiro; Takeda, Takeshi Synlett, 2006 , # 16 p. 2577 - 2580

Full Text: HTML

Citation Number: 7

Abstract

If the Peterson elimination is applied to β-silylallylic alcohols 1, allenes 2 should be obtained. In this regard, several researchers investigated sodium or potassium hydride-mediated Peterson elimination of 1 in THF or HMPA solutions (Scheme [1] ). However, allyl silyl ethers 3 were produced as the sole products via a 1,3 C(sp 2 )-to-O silyl migration in these cases. [3] [4] Tius et al. observed the formation of 1-(4-methoxyphenyl)-1,2-nonadiene from the ...