The Journal of Organic Chemistry

Synthesis of CBI-PDE-I-dimer, the benzannelated analog of CC-1065

PA Aristoff, PD Johnson

Index: Aristoff, Paul A.; Johnson, Paul D. Journal of Organic Chemistry, 1992 , vol. 57, # 23 p. 6234 - 6239

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Citation Number: 65

Abstract

A practical synthesis of CBI (2), utilizing inexpensive starting materials, waa developed and applied to the synthesis of benzannelated analogs of CC-1065, in particular CBI-PDE-I- dimer (13) and CBI-bis-indole (17). While a Sharplea asymmetric dihydroxylation reaction proved effective at providing optically active intermediates, a more classical resolution procedure waa used to prepare materials of higher optical purity. A novel cyclization ...