Synthetic studies on mitomycins. 2. A synthesis of 9a-hydroxy-5,8-dideoxomitosane skeleton through a novel retroaldol type of ring-opening reaction.

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Abstract A synthesis of 9a-hydroxy-5,8-dideoxomitosanes was accomplished by the transannular cyclization of hydro-1-benzazocinone intermediates derived from 3-(2,5-dioxo-1-methylcyclopentyl)-6-methyl-p-phenylenediamine derivatives. These mitosanes were led to the 8-membered ring system by an oxidative ring-opening reaction.

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