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Highly enantioselective decarboxylative protonation of alpha-aminomalonates mediated by thiourea cinchona alkaloid derivatives: access to both enantiomers of cyclic and acyclic alpha-aminoacids.
- Source :
-
Organic letters [Org Lett] 2007 Jul 05; Vol. 9 (14), pp. 2621-4. Date of Electronic Publication: 2007 Jun 19. - Publication Year :
- 2007
-
Abstract
- Thiourea derived cinchona alkaloids promote the asymmetric decarboxylative protonation of cyclic, acyclic, or bicyclic alpha-aminomalonate hemiesters under mild and metal-free conditions to afford enantioenriched aminoesters in high yields and enantioselectivities up to 93%. Both enantiomers of the aminoesters have been synthesized with the same selectivity when using organic base 3 and its pseudoenantiomer 6 derived from quinine.
Details
- Language :
- English
- ISSN :
- 1523-7060
- Volume :
- 9
- Issue :
- 14
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 17579443
- Full Text :
- https://doi.org/10.1021/ol070712v