Journal article icon

Journal article

Diastereoselective conjugate reduction with samarium diiodide: asymmetric synthesis of methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate.

Abstract:
A highly diastereoselective conjugate reduction using SmI2 and D2O has been demonstrated on a homochiral benzylidene diketopiperazine template, giving methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate in 93% de and 90% ee after deprotection, hydrolysis and N-acetylation.
Publication status:
Published

Actions


Access Document


Publisher copy:
10.1039/b408257e

Authors


More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Rodríguez-Solla, H More by this author
Tamayo, JA More by this author
Garner, AC More by this author
Journal:
Chemical communications (Cambridge, England)
Volume:
10
Issue:
21
Pages:
2502-2503
Publication date:
2004-11-05
DOI:
EISSN:
1364-548X
ISSN:
1359-7345
URN:
uuid:05605471-12ef-4669-b20c-57714d02c787
Source identifiers:
110545
Local pid:
pubs:110545

Terms of use


Metrics



If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP