Reactions of a bridgehead sulfonium salt with nucleophiles. Proton nuclear magnetic resonance spectra of hexahydro-1, 1-dimethyl-3H-2, 4, 7-ethanylylidene-1H- …

P Wilder Jr, LA Feliu-Otero…

Index: Wilder,P. et al. Journal of Organic Chemistry, 1974 , vol. 39, # 15 p. 2153 - 2156

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Citation Number: 2

Abstract

On reaction with a series of nucleophiles, the bridgehead sulfonium salt hexahydro-l, l- dimethyl-3N-2, 4, 7-ethanylylidene-1H-cyclopenta [c] thiopyrilium bromide (3) affords@- elimination products in a higher proportion than substitution products. Proton nmr chemical shift assignments are presented for the salt 3, its progenitors, and its elimination and substitution products. Specifically deuterated compounds 9-12 and 14 have been ...