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The direct catalytic enantioselective synthesis of protected aryl beta-hydroxy-alpha-amino acids.

Abstract:
The combination of three reagents-a tridentate pybox ligand (pybox = pyridine bis(oxazoline)), magnesium perchlorate, and Hünig base (iPr 2EtN)-allows the catalytic generation of a chiral glycine enolate from 1 that undergoes highly enantioselective addition to a range of aryl aldehydes 2. The protected aryl β-hydroxy-α-amino acid products obtained include a protected version of one of the aryl serine units present in the glycopeptide antibiotic vancomycin. © 2005 Wiley-VCH Verlag GmbH and Co. KGaA, Weinheim.
Publication status:
Published

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Publisher copy:
10.1002/anie.200462125

Authors


Willis, MC More by this author
Cutting, GA More by this author
Piccio, VJ More by this author
Durbin, MJ More by this author
Journal:
Angewandte Chemie (International ed. in English)
Volume:
44
Issue:
10
Pages:
1543-1545
Publication date:
2005-02-05
DOI:
EISSN:
1521-3773
ISSN:
1433-7851
URN:
uuid:c3d08281-055c-413d-9a43-83fa2c3ccae8
Source identifiers:
52464
Local pid:
pubs:52464
Language:
English
Keywords:

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