Formation of novel 1, 2-oxathietanes from 2-chloroethyl sulfoxide precursors and their reactions in solution, including formal [. sigma. 2s+. sigma. 2a] cycloreversions …

JW Lown, RR Koganty

Index: Lown,J.W.; Koganty,R.R. Journal of the American Chemical Society, 1986 , vol. 108, p. 3811

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Citation Number: 13

Abstract

Abstract: Spontaneous decomposition of antileukemic l-[2-[(2-chloroethyl) sulfinyl] ethyl]-3- cyclohexyl-l-nitrosourea and its alkyl-substituted analogues in aqueous buffer (pH 7.0 and 37" C) affords fragmentation products through the intermediacy of novel 1, 2-oxathietanes. This was confirmed by specific deuterium labeling in the formal [02s+ o2a] cycloreversion products and by specific Sl80 labeling which eliminates an alternative pathway via ...