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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.


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Enantioselective Organocatalytic Conjuga
✍ Shaolin Zhu; You Wang; Dawei Ma 📂 Article 📅 2009 🏛 John Wiley and Sons 🌐 English ⚖ 184 KB 👁 1 views

## 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.