Synthesis of Vinylcyclopropanes, Cyclopropyl Vinyl Ketones, and 3-Pyrazolyl Vinyl Ketones from 1-Diazo-3-trimethylsilylpropanone

…, S Kanemasa, T Suzuki, K Matsuda

Index: Tsuge, Otohiko; Kanemasa, Shuji; Suzuki, Toshiro; Matsuda, Koyo Bulletin of the Chemical Society of Japan, 1986 , vol. 59, # 9 p. 2851 - 2860

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Citation Number: 13

Abstract

Reaction of 1-diazo-3-trimethylsilylpropanone with olefins in the presence of cupric acetylacetonate (Cu (acac) 2) affords cyclopropyl trimethylsilylmethyl ketones. One-flask procedure for the formation of these silylated ketones and subsequent treatment with organometallics or with lithium diisopropylamide (LDA) and then carbonyl compounds gives a variety of vinylcyclopropanes or cyclopropyl vinyl ketones in good yields, respectively. ...