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Highly stereoselective intermolecular oxy-michael addition reaction to alpha,beta-unsaturated malonate esters.

Abstract:
[reaction: see text] The highly diastereoselective oxy-Michael addition of the "naked" anion of (6S)-methyl delta lactol to alkylidiene-, arylidene-, and heteroarylidenemalonate derivatives leading to the direct formation of THP-protected beta-hydroxy ester derivatives is described. Subsequent acid-mediated deprotection affords the enantioenriched aldol products in quantitative yields.
Publication status:
Published

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Publisher copy:
10.1021/ol049820x

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
Organic letters
Volume:
6
Issue:
9
Pages:
1357-1360
Publication date:
2004-04-05
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
URN:
uuid:2ec000da-07ee-4d6b-b694-6a7ddfa1a6cc
Source identifiers:
52058
Local pid:
pubs:52058
Language:
English

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