10.1021/ol0522081.s001
Ken S. Feldman
Ken S.
Feldman
Paiboon Ngernmeesri
Paiboon
Ngernmeesri
Dragmacidin E Synthesis Studies.
Preparation of a Model
Cycloheptannelated Indole Fragment
American Chemical Society
2005
Dragmacidin E Synthesis Studies
Witkop cyclization
Key reactions
indole nucleus
dragmacidin E
10 steps
Model Cycloheptannelated Indole Fragment
Dieckmann cyclization
cycloheptanoid ring
tetracyclic cycloheptannelated indole model compound
2005-11-24 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Dragmacidin_E_Synthesis_Studies_Preparation_of_a_Model_Cycloheptannelated_Indole_Fragment/3255538
The conversion of <i>N</i>-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.