An efficient chemical conversion of mitomycin A to isomitomycin A

摘要: After inspection of the X-ray crystallographic analyses mitomycin A (1a) and albomitomycin (2), an efficient chemical conversion 1a to isomitomycin (3) via 2 was accomplished in 68% overall yield. First, converted (8aS)-8a-bromoalbomitomycin (4b) 89% yield, which reduced with tributyltin hydride AIBN give 85% Second, C4a-N4 bond selectively cleaved under hydrogenolysis conditions, subsequent air oxidation afforded 3 90% yield from 2. Treatment or NH methanol C (1b) good