Stereoselective Synthesis of (E)-and (Z)-. GAMMA.,. DELTA.-Unsaturated Ketones Using trans-2-Phenylthiocyclobutyl Ketones.
T Fujiwara, T Iwasaki, T Takeda
Index: Fujiwara, Tooru; Iwasaki, Toshiaki; Takeda, Takeshi Chemistry Letters, 1993 , # 8 p. 1321 - 1324
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Citation Number: 7
Abstract
The reaction of 1-methoxymethyl-2-phenylthiocyclobutanes with phenylthiotrimethylsilane followed by hydrolysis gave (E)-and (Z)-γ, δ-unsaturated ketones with high stereoselectivity. The starting materials were easily prepared by the stereoselective addition of Grignard reagents to trans-2-phenylthiocyclobutyl ketones.
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