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

63 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",

year = "2011",

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doi = "10.1021/ol202535f",

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journal = "Organic Letters",

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T1 - Total synthesis of (±)-dragmacidin e

AU - Feldman, Ken S.

AU - Ngernmeesri, Paiboon

PY - 2011/10/21

Y1 - 2011/10/21

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.

UR - https://www.scopus.com/pages/publications/80054689458

UR - https://www.scopus.com/pages/publications/80054689458#tab=citedBy

U2 - 10.1021/ol202535f

DO - 10.1021/ol202535f

M3 - Article

C2 - 21958431

AN - SCOPUS:80054689458

SN - 1523-7060

VL - 13

SP - 5704

EP - 5707

JO - Organic Letters

JF - Organic Letters

IS - 20

ER -

Total synthesis of (±)-dragmacidin e

Abstract

All Science Journal Classification (ASJC) codes

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