On the conformational preferences of the dehydrochlorination of α-chlorosulfoxides

AL Schwan, MR Roche, JF Gallagher…

Index: Schwan, Adrian L.; Roche, Michael R.; Gallagher, John F.; Ferguson, George Canadian Journal of Chemistry, 1994 , vol. 72, # 2 p. 312 - 324

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Citation Number: 17

Abstract

Several acyclic α-chlorosulfoxides have been shown to undergo a γ-dehydrochlorination upon treatment with LDA. The proposed immediate products of γ-dehydrochlorination, thiirane-S-oxides, are unstable under the basic conditions and react further with the LDA; the isolated products are usually E-alkenes and (or) E-vinyl sulfoxides. Some of the proposed intermediate thiirane-S-oxides, compounds 6, 7, 8, and 18, were synthesized ...

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