The Journal of Organic Chemistry

Studies on the reaction of mitomycin C with potassium ethyl monothiocarbonate under reductive conditions

M Bean, H Kohn

Index: Bean, Mary; Kohn, Harold Journal of Organic Chemistry, 1983 , vol. 48, p. 5033 - 5041

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Citation Number: 44

Abstract

Treatment of mitomycin C (1) with the ambident nucleophile potassium ethyl monothiocarbonate (2) under reductive conditions (sodium dithionite) at approximately neutral pH at room temperature led to the formation of equivalent amounts of trans-(17) and cis-(18) aziridine ring-opened disubstituted mitosene adducts. In both cases substitution at carbons 1 and 10 proceeded with sulfur attack. The structural identity of each product was ...