Computational investigations of the stereoselectivities of proline-related catalysts for aldol reactions
β Scribed by Christophe Allemann; Joann M. Um; K.N. Houk
- Book ID
- 103835218
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 949 KB
- Volume
- 324
- Category
- Article
- ISSN
- 1381-1169
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π SIMILAR VOLUMES
Theoretical evidence now suggests that the mechanism of the longdebated Hajos-Parrish-Eder-Sauer-Wiechert reaction, the prototype for asymmetric organocatalytic reactions, involves a proline enamine intermediate (center) which undergoes a concerted aldol cyclization with proton transfer. For more de
## Abstract Several polystyreneβsupported proline dipeptides and a prolinamide derivative were prepared by thiolβene coupling. These materials were used as catalysts for the direct asymmetric aldol reaction in water, and results compared with unsupported catalysts in water. Such an approach gave mo