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Chiral epoxides by desymmetrizing deprotonation of meso-epoxides.

Abstract:
Simple meso-epoxides can be asymmetrically functionalized: Ligand-assisted direct hydrogen-lithium exchange allows the generation of destabilized oxiranyl lithium species and their subsequent trapping by a wide array of electrophiles (see scheme; E = group formed by addition of electrophile). When carried out in the presence of (-)-sparteine as ligand, this reaction provides a new enantioselective route to epoxides.
Publication status:
Published

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
Angewandte Chemie (International ed. in English)
Volume:
41
Issue:
13
Pages:
2376-2378
Publication date:
2002-07-05
DOI:
EISSN:
1521-3773
ISSN:
1433-7851
URN:
uuid:8feae321-8097-42c5-9146-e539cbed9c22
Source identifiers:
32188
Local pid:
pubs:32188
Language:
English
Keywords:

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