Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 19, Pages 5350-5354Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201800435
Keywords
amino acids; bifunctional catalysis; chemical auxiliaries; hydrogen-bonding activation; organocatalysis
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Funding
- Spanish Government [CTQ2015-64561-R, CTQ2016-76061-P, MDM-2014-0377]
- ERC [647550]
- MINECO
- CAM [2016-T2/IND-1660]
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An organocatalytic system is presented for the Michael addition of monoactivated glycine ketimine ylides with a bifunctional catalyst. The ketimine bears an ortho hydroxy group, which increases the acidity of the methylene hydrogen atoms and enhances the reactivity, thus allowing the synthesis of a large variety of ,-diamino acid derivatives with excellent stereoselectivity.
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