ol0522081_si_001.pdf (5.6 MB)
Dragmacidin E Synthesis Studies. Preparation of a Model Cycloheptannelated Indole Fragment
journal contribution
posted on 2005-11-24, 00:00 authored by Ken S. Feldman, Paiboon NgernmeesriThe conversion of N-2,2-dichloropropionyl indole methyl ester into a tetracyclic cycloheptannelated indole model compound for the synthesis
of dragmacidin E was accomplished in 10 steps. Key reactions include a Witkop cyclization to fashion a C−C bond at C(4) of the indole
nucleus and a subsequent Dieckmann cyclization to deliver the desired cycloheptanoid ring.