The Journal of Organic Chemistry

Routes to mitomycins. Chirospecific synthesis of aziridinomitosenes

KJ Shaw, JR Luly, H Rapoport

文献索引：Shaw, Kenneth J.; Luly, Jay R.; Rapoport, Henry Journal of Organic Chemistry, 1985 , vol. 50, # 23 p. 4515 - 4523

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被引用次数: 128

摘要

The syntheses of ethyl (lR, 2R)-1, 2-(N-benzylaziridino)-7-methoxy-6-methyl-2, 3, 5, 8- tetrahydro-5, 8-dioxo-1H-pyrrolo [l, 2-a] indole-9-carboxylate (59) and a regioisomeric aziridinoindoloquinone 60 are presented. Aziridine ring closure on a tricyclic indoloquinone nucleus and on monocyclic pyrrolidine derivatives was unsuccessful but did succeed with the acyclic educt. Thus the synthesis of the target aziridinomitmene was achieved by ...