Bulletin of the Chemical Society of Japan

Formation of Cyclopropanes and Epoxides from Vinylselenonium Salts.

Y Watanabe, Y Ueno, T Toru

Index: Watanabe, Yoshihiko; Ueno, Yoshio; Toru, Takeshi Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 7 p. 2042 - 2047

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Citation Number: 12

Abstract

Treatment of vinyl-and (5-oxo-1-cyclopentenyl) selenonium tetrafluoroborates 2 and 4 with a variety of carbanions gives cyclopropane derivatives 3 and 5 in good yields. The reaction of vinylselenonium salt 2 with sodium alkoxides in the presence of aldehydes gives various kinds of glycidyl ethers 7 in excellent yields. The reaction of 2 with hydroxyacetone in the presence of K 2 CO 3 affords cyclized products 8 and 9 together with the Michael addition ...

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