Stereospecific Photochemical Cyclization of Azidoquinone with E,E- and Z,Z-Dienes. Application to the Synthesis of an Importent Precursor toward Mitomycins

Article abstract of DOI:10.1246/cl.1986.1185

Photochemical reaction of 5-azido-2-methoxy-3-methyl-1,4-benzoquinone with cis,cis-2,4-hexadien-1,6-diol derivatives stereoselectively affords the corresponding 2,3-dihydroindolquinone, which possesses trans configuration at 2,3-position and vinylic double bond preserves the original stereochemistry of the diene.It is efficiently converted to a key precursor in mitomycin synthesis.