Single and double ring-closure reactions of dianions of bis (diphenyl thioacetals). A new, synthetically useful principle of carbene generation and intramolecular …

T Cohen, RH Ritter, D Ouellette

Index: Cohen,T.; Ritter,R.H.; Oulette,D. Journal of the American Chemical Society, 1982 , vol. 104, p. 7142

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Citation Number: 29

Abstract

Abstract: A mechanistic study described herein leads to the new, potentially useful general principle that normally stable anions of diphenyl thioacetals decompose to carbenes when they are generated in a molecule with a second anionic site nearby; it also appears that the second anionic site may be influential in determining the selectivity of the carbene. Strong evidence is presented that dianions are intermediates in the alkyllithium-induced ...