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Direct catalytic enantioselective Mannich reactions: synthesis of protected anti-alpha,beta-diamino acids.

Abstract:
Anti-configured protected α,β-diamino acids are prepared with up to 99% ee using a direct catalytic enantioselective Mannich reaction. A catalyst system incorporating a chiral bis(oxazoline) ligand, Mg(ClO4)2 and Hünigs base, promotes the addition of an isothiocyanate-substituted imide to a variety of aryl-, heteroaryl-, alkenyl-, and alkyl-derived imines. Conversion of the products to their iPr-ester derivatives allows epimerization to the syn-diastereomers. Copyright © 2007 American Chemical Society.
Publication status:
Published

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Publisher copy:
10.1021/ja073473f

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Journal:
Journal of the American Chemical Society
Volume:
129
Issue:
35
Pages:
10632-10633
Publication date:
2007-09-05
DOI:
EISSN:
1520-5126
ISSN:
0002-7863
URN:
uuid:02d0a9a6-74bf-4773-847f-57fc9655177f
Source identifiers:
52471
Local pid:
pubs:52471
Language:
English
Keywords:

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