Enantioselective Michael Addition of Dicyanoolefins to α,β-Unsaturated Aldehydes in Aqueous Medium
✍ Scribed by Jun Lu; Feng Liu; Teck-Peng Loh
- Publisher
- John Wiley and Sons
- Year
- 2008
- Tongue
- English
- Weight
- 219 KB
- Volume
- 350
- Category
- Article
- ISSN
- 1615-4150
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✦ Synopsis
Abstract
A pool of water‐compatible catalysts, namely dialkyl‐(S)‐prolinols, has been developed for the enantioselective direct vinylogous Michael addition reaction of vinylmalononitriles to α,β‐unsaturated aldehydes in aqueous medium. In many cases, the products can be obtained in almost optically pure form (>96% ee) after a single recrystallization.
📜 SIMILAR VOLUMES
## Abstract The first example of an organocatalytic asymmetric Michael addition of aldehydes to α,β‐unsaturated thiol esters promoted by chiral diphenylprolinol silyl ether is presented. The reaction occurs with good yields, diastereoselectivity and excellent enantioselectivity.