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Enantioselective partial reduction of 2,5-disubstituted pyrroles via a chiral protonation approach.

Abstract:
[reaction: see text] The partial reduction of 2,5-pyrrole diester 1 followed by enantioselective protonation in situ to furnish synthetically useful building blocks is described. An enantiomeric excess of up to 74% was achieved using (-)-ephedrine and related analogues as chiral proton sources. The pyrroline product obtained could be recrystallized to give enantiomerically pure material.
Publication status:
Published

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Publisher copy:
10.1021/ol049014q

Authors


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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Freestone, GC More by this author
Headley, CE More by this author
Cousins, RP More by this author
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Journal:
Organic letters
Volume:
6
Issue:
18
Pages:
3055-3058
Publication date:
2004-09-05
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
URN:
uuid:1f52f211-6444-4c84-959c-3db4afdb2994
Source identifiers:
32824
Local pid:
pubs:32824

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