Tetrahedron

An efficient synthesis of cyclopropyl silyl ketones

…, K Nakae, T Nishizawa, M Suda, KK Kunimoto, M Segi

Index: Honda, Mitsunori; Nakae, Kenta; Nishizawa, Toshiaki; Suda, Mitsuhiro; Kunimoto, Ko-Ki; Segi, Masahito Tetrahedron, 2011 , vol. 67, # 49 p. 9500 - 9508

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Abstract

The reaction of silylcyclopropyl bromides with dichloromethyl methyl ether in the presence of n-butyllithium is investigated. Under basic reaction conditions, the corresponding cyclopropylidene derivatives are exclusively obtained. The resulting cyclopropylidene compounds are subjected to protonolysis or trapping with electrophiles in a one-pot to give the cyclopropyl silyl ketone derivatives in good yields. Acidic treatment of derived ...