2002•Organic LettersRequires access

Novel Catalytic Kinetic Resolution of Racemic Epoxides to Allylic Alcohols

Arnaud Gayet, Sophie K. Bertilsson, Pher G. Andersson

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.

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Key concepts: Allylic rearrangement, Kinetic resolution, Chemistry, Catalysis, Enantioselective synthesis, Heptane, Organic chemistry, Resolution (logic)