Highly enantioselective iron(II)-catalyzed opening reaction of aromatic meso-epoxides with indoles

A highly enantioselective method for the catalytic cis-stilbene oxide opening reaction with indole derivatives was developed. The scope of the reaction was studied with a selection of aromatic meso-epoxides and various indoles, and the desired 2-(indol-3-yl)ethanol derivatives were obtained in good...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2013-11, Vol.11 (43), p.7463-7466
Main Authors: Plancq, Baptiste, Lafantaisie, Mathieu, Companys, Simon, Maroun, Cendrella, Ollevier, Thierry
Format: Article
Language:English
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Summary:A highly enantioselective method for the catalytic cis-stilbene oxide opening reaction with indole derivatives was developed. The scope of the reaction was studied with a selection of aromatic meso-epoxides and various indoles, and the desired 2-(indol-3-yl)ethanol derivatives were obtained in good to excellent yields with excellent enantioselectivities (from 96 to >99% ee).
ISSN:1477-0520
1477-0539
DOI:10.1039/c3ob41782d