- 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
- 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:
- Copyright date:
- 2007
Journal article
Direct catalytic enantioselective Mannich reactions: synthesis of protected anti-alpha,beta-diamino acids.
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