Highly enantioselective iron(ii)-catalyzed opening reaction of aromatic meso-epoxides with indoles | Zendy

Baptiste Plancq | Zendy; Mathieu Lafantaisie | Zendy; Simon Companys | Zendy; Cendrella Maroun | Zendy; Thierry Ollevier | Zendy

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

Author(s) -

Baptiste Plancq,

Mathieu Lafantaisie,

Simon Companys,

Cendrella Maroun,

Thierry Ollevier

Publication year - 2013

Publication title -

organic and biomolecular chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.923

H-Index - 146

eISSN - 1477-0539

pISSN - 1477-0520

DOI - 10.1039/c3ob41782d

Subject(s) - chemistry , enantioselective synthesis , catalysis , indole test , reaction conditions , organic chemistry , epoxide , combinatorial chemistry , ethanol

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).

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