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Regioselective aziridine ring expansions
Authors:Stuart C. Clough  Robert Solomon  Elain Crews  Larry Jaques  Ashby Johnson  John Forehand
Abstract:1-Phenylmethyl-2-hydroxymethylaziridine ( 1 ) undergoes regioselective reactions with carbon disulfide to form thiazolidinethiones. Deuterium labeling experiments suggest that the reaction proceeds exclusively via aziridinium ring expansion. The regiospecificity appears to be electronically controlled.
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