Issue 20, 1997

Convenient synthesis of 2-alkynyl-cyclopropanes and -oxiranes

Abstract

Addition of nucleophiles such as dimethylsulfoxonium methylide and ButOOLi to the conjugate enyne sulfones 4–7, 11–14, 27–28 and 31 occurs at the β-position to the phenylsulfonyl group to give the corresponding cyclopropanes 15–17 and 19–22 and the oxiranes 33–38 in high yields. The thermal reactions of vinyloxirane 36 show an oxy-Cope rearrangement to give 2-phenylsulfonylphenol 39.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1997, 3035-3042

Convenient synthesis of 2-alkynyl-cyclopropanes and -oxiranes

M. Yoshimatsu, S. Gotoh, E. Gotoh, G. Tanabe and O. Muraoka, J. Chem. Soc., Perkin Trans. 1, 1997, 3035 DOI: 10.1039/A702895D

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