Novel catalytic kinetic resolution of racemic epoxides to allylic alcohols

Arnaud Gayet; Sophie Bertilsson; Pher G Andersson

doi:10.1021/ol025983e

Novel catalytic kinetic resolution of racemic epoxides to allylic alcohols

Org Lett. 2002 Oct 31;4(22):3777-9. doi: 10.1021/ol025983e.

Authors

Arnaud Gayet¹, Sophie Bertilsson, Pher G Andersson

Affiliation

¹ Department of Organic Chemistry, Institute of Chemistry, Uppsala University, Box 531, S-751 21 Uppsala, Sweden.

PMID: 12599456
DOI: 10.1021/ol025983e

Abstract

[formula: see text] The kinetic resolution of racemic epoxides via catalytic enantioselective rearrangement to allylic alcohols was investigated. Using the Li-salt of (1S,3R,4R)-3-(pyrrolidinyl)methyl-2-azabicyclo [2.2.1] heptane 1 as catalyst allowed both epoxides and allylic alcohols to be obtained in an enantioenriched form.