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Letter

Dragmacidin E Synthesis Studies. Preparation of a Model Cycloheptannelated Indole Fragment

Supporting Info

Ken S. Feldman* and Paiboon Ngernmeesri

Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802

Org. Lett., 2005, 7 (24), pp 5449–5452

DOI: 10.1021/ol0522081

Publication Date (Web): October 27, 2005

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, ksf@chem.psu.edu

Abstract

The 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.

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Published In Issue November 24, 2005
Received September 13, 2005

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Letter

Dragmacidin E Synthesis Studies. Preparation of a Model Cycloheptannelated Indole Fragment

Abstract

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History

Recommend & Share

Related Content

Total Synthesis of (−)-Serotobenine

Total Synthesis of (−)-Platensimycin, a Novel Antibacterial Agent

A Concise Total Synthesis of (−)-Quinocarcin via Aryne Annulation

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