Reactions of β-Sulfinyl α,β-Unsaturated Ketones with Dienes

Takehiko Nishio Department of Chemistry, University of Tsukuba, Tennodai, Tsukuba-shi, Ibaraki, 305, Japan

Tatsuhiro Tokunaga Department of Chemistry, University of Tsukuba, Tennodai, Tsukuba-shi, Ibaraki, 305, Japan

Yoshimori Omote Department of Chemistry, University of Tsukuba, Tennodai, Tsukuba-shi, Ibaraki, 305, Japan

Abstract

β-Sulfinyl α,β-unsaturated ketones (2a-f) reacted in a regioselective manner with dienes such as butadiene (3a) and 1,3-pentadiene (3b) to give 1,4-cyclohexadiene derivatives (4-8) with the concomitant elimination of sulfenic acid, while the ketones (2a-c) reacted with cyclopentadiene (3c) to yield the norbornenes (9).

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Reactions of β-Sulfinyl α,β-Unsaturated Ketones with Dienes

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Reactions of β-Sulfinyl α,β-Unsaturated Ketones with Dienes

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