Article ID Journal Published Year Pages File Type
5227339 Tetrahedron 2007 8 Pages PDF
Abstract

Simple mixing of chiral amines and surfactant Brønsted acids such as p-dodecyl benzenesulfonic acid (DBSA) leads to highly effective and selective organocatalysts in water. The in situ generated catalysts catalyze highly stereoselective desymmetrization of prochiral ketones via direct aldol reactions (up to >16:1 dr, >99% ee) in water using micelle as reaction media. The current strategy was also applied in asymmetric Michael addition leading to a catalytic system with good activity and stereoselectivity.

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Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry