SYNTHESIS OF N-(PHENYLSULFONYL)-CI, N-((TERT-BUTYLOXY)CARBONYL)-CI, CI-CDPI1, AND CI-CDPI2 - CC-1065 FUNCTIONAL ANALOGS INCORPORATING THE PARENT 1,2,7,7A-TETRAHYDROCYCLOPROP[1,2-C]INDOL-4-ONE (CI) LEFT-HAND SUBUNIT

Full details of the synthesis of N-(phenylsulfonyl)-and N-((tert-butyloxy)carbonyl)-1,2,7,7a-tetrahydrocyclo prop[l,2-c]indol-4-one [(N-(phenylsulfonyl)-CI (9) and N-BOC-CI (10)] constituting stable derivatives of the parent cyclo propylcyclohexadienone ring system of the CC-1065 left-hand subunit are described. The resolution of an immediate CI synthetic precursor, (+)-and (-)-17b, and the incorporation of (±)-, (+)-, and (-)-17b into the synthesis of racemic and optically active CI-CDPI1, (7) and CI-CDPI2 (8) are detailed. © 1990, American Chemical Society. All rights reserved.