Total synthesis of (±)-dragmacidin e

Ken S. Feldman; Paiboon Ngernmeesri

doi:10.1021/ol202535f

Total synthesis of (±)-dragmacidin e

Ken S. Feldman, Paiboon Ngernmeesri

Chemistry

Research output: Contribution to journal › Article › peer-review

56 Scopus citations

Abstract

The bis indole sponge alkaloid dragmacidin E was synthesized in racemic form over 25 steps starting from 7-benzhydroxyindole. Key steps include (a) a Witkop cyclization to facilitate construction of the indole-spanning seven-membered ring and (b) a cyclodehydrative pyrazinone synthesis that unites the two indole-containing sectors.

Original language	English (US)
Pages (from-to)	5704-5707
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	20
DOIs	https://doi.org/10.1021/ol202535f
State	Published - Oct 21 2011

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol202535f

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title = "Total synthesis of (±)-dragmacidin e",

abstract = "The bis indole sponge alkaloid dragmacidin E was synthesized in racemic form over 25 steps starting from 7-benzhydroxyindole. Key steps include (a) a Witkop cyclization to facilitate construction of the indole-spanning seven-membered ring and (b) a cyclodehydrative pyrazinone synthesis that unites the two indole-containing sectors.",

author = "Feldman, {Ken S.} and Paiboon Ngernmeesri",

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PY - 2011/10/21

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N2 - The bis indole sponge alkaloid dragmacidin E was synthesized in racemic form over 25 steps starting from 7-benzhydroxyindole. Key steps include (a) a Witkop cyclization to facilitate construction of the indole-spanning seven-membered ring and (b) a cyclodehydrative pyrazinone synthesis that unites the two indole-containing sectors.

AB - The bis indole sponge alkaloid dragmacidin E was synthesized in racemic form over 25 steps starting from 7-benzhydroxyindole. Key steps include (a) a Witkop cyclization to facilitate construction of the indole-spanning seven-membered ring and (b) a cyclodehydrative pyrazinone synthesis that unites the two indole-containing sectors.

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DO - 10.1021/ol202535f

M3 - Article

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JO - Organic Letters

JF - Organic Letters

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ER -

Total synthesis of (±)-dragmacidin e

Abstract

All Science Journal Classification (ASJC) codes

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