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A highly diastereoselective [2,3]-sigmatropic N,O rearrangement

Abstract:
Lithium (E)-N-benzyl-O-(4-methoxy-4-phenylbut-2-enyl)-hydroxylamide undergoes a highly diastereoselective rearrangement via a chelated transition state, to afford after reduction, syn-3-benzylamino-4-methoxy-4-phenylbut-1-ene as a single diastereoisomer.
Publication status:
Published

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Publisher copy:
10.1039/a905981d

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
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Journal:
CHEMICAL COMMUNICATIONS
Issue:
20
Pages:
2079-2080
Publication date:
1999-10-21
DOI:
EISSN:
1364-548X
ISSN:
1359-7345
URN:
uuid:61ff3ee3-e2f6-4e42-ac48-4fa9cb4ac658
Source identifiers:
37238
Local pid:
pubs:37238
Language:
English

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