Literature DB >> 12599456

Novel catalytic kinetic resolution of racemic epoxides to allylic alcohols.

Arnaud Gayet1, Sophie 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.

Entities:  

Year:  2002        PMID: 12599456     DOI: 10.1021/ol025983e

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  An experimental and theoretical study of the enantioselective deprotonation of cyclohexene oxide with isopinocampheyl-based chiral lithium amides.

Authors:  Ying Xiao; Dawoon Jung; Tamara Gund; Sanjay V Malhotra
Journal:  J Mol Model       Date:  2006-05-17       Impact factor: 1.810

2.  Enantioselective epoxidation of nonconjugated cis-olefins by chiral dioxirane.

Authors:  Christopher P Burke; Yian Shi
Journal:  Org Lett       Date:  2009-11-19       Impact factor: 6.005

  2 in total

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