Approaches to the Synthesis of the Mitomycins. A Route to the Mitosanes Involving Activated Cyclopropanes

Article abstract of DOI:10.1021/jo00339a001

The synthesis of (9R^*,9aS^*)-9-<<(tert-butyldimethylsilyl)oxy>methyl>-9,9a-dihydro-5,7,8-trimethoxy-6-methyl-3H-pyrrolo<1,2-a>indole has been achieved.The key reaction involves intramolecular nucleophilic displacement of an activated cyclopropane.The modification of the electrophilicity of the diactivated cyclopropane by alteration of the geometric relationship of the carbonyl linkages with the bent bonds of the ring is an important feature of the study.