Revision of the absolute configuration of salicylihalamide A through asymmetric total synthesis

Yusheng Wu; Lothar Esser; Jef K. De Brabander

doi:10.1002/1521-3773(20001201)39:23<4262::AID-ANIE4262>3.0.CO;2-Y

Revision of the absolute configuration of salicylihalamide A through asymmetric total synthesis

Yusheng Wu, Lothar Esser, Jef K. De Brabander

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

Abstract

A highly E-selective ring-closing metathesis is the key to building the macrocyclic salicylate core of (+)-salicylihalamide A (1). The synthesis results in a reassignment of the absolute configuration of natural (-)-salicylihalamide A (2), a structurally unprecedented antitumor metabolite with a potentially novel mode of action.

Original language	English (US)
Pages (from-to)	4308-4310
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	39
Issue number	23
DOIs	https://doi.org/10.1002/1521-3773(20001201)39:23<4262::AID-ANIE4262>3.0.CO;2-Y
State	Published - Dec 4 2000

Keywords

Antitumor agents
Asymmetric synthesis
Configuration determination
Metathesis
Natural products

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/1521-3773(20001201)39:23<4262::AID-ANIE4262>3.0.CO;2-Y

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KW - Natural products

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Revision of the absolute configuration of salicylihalamide A through asymmetric total synthesis

Abstract

Keywords

ASJC Scopus subject areas

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