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Chiral Brønsted Acid-Catalyzed Direct Mannich Reactions via Electrophilic Activation.
- Source :
-
Journal of the American Chemical Society . 5/5/2004, Vol. 126 Issue 17, p5356-5357. 2p. - Publication Year :
- 2004
-
Abstract
- This article presents a study on the chiral Brønsted acid-catalyzation through direct Mannich reactions via electrophilic activation. It is a well-accepted that nearly a "proton"-like character is required for activating a substrate efficiently and hence chiral Brønsted acids could not provide a chiral environment to a reactive intermediate. Researchers have developed highly enantioselective Strecker reactions and Mannich reactions catalyzed by peptide-based thiourea derivatives as chiral Brønsted acids. Their achievement has clearly indicated that a chiral Brønsted acid could recognize enantiotopic faces of an imine substrate via hydrogen bonding and has opened up a new avenue in asymmetric catalysis.
Details
- Language :
- English
- ISSN :
- 00027863
- Volume :
- 126
- Issue :
- 17
- Database :
- Academic Search Index
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Academic Journal
- Accession number :
- 13229473
- Full Text :
- https://doi.org/10.1021/ja0491533