Activation of dimethyl sulfoxide by electrophiles and use of the reactive intermediates in the preparation of iminosulfuranes

TE Varkey, GF Whitfield, D Swern

Index: Varkey,T.E. et al. Journal of Organic Chemistry, 1974 , vol. 39, p. 3365 - 3372

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Citation Number: 33

Abstract

The effect is observed whether the two aromatic rings are cis to one another or trans, and thus cannot be due to a steric relief of strain. We do not have any stereochemical results in a diphenyl system, so we cannot say whether the electrophile is entering with retention or inversion, but in the system studied by Cristol and coworkers14 ring opening always occurred on the bond between the aromatic rings and with retention (eq 11). It will be ...