ChemInform Abstract: Chiral Phase Transfer Catalysts for the Synthesis of Chiral N‐Heterocycles via Asymmetric Cascade Reactions.

Abstract

A chiral phase transfer catalyst is used in the reaction of 2-cyanobenzaldehyde with active methylene compounds. The products (III) and (VII) are obtained in high yield but only moderate enantiomeric excess. (III) and (VII) react with acrolein to give tricyclic compounds (V) and (VIII). A method is given to obtain the products in higher enantiomeric excesses (up to 93%) by a heterochiral crystallization process. -(TISO, S.; MASSA*, A.; J. Heterocycl. Chem. 52 (2015) 5, 1570-1575, http://dx.doi.org/10.1002/jhet.2170 ; Dip. Chim. Biol., Univ. Salerno, I-84084 Fisciano, Salerno, Italy; Eng.) -M. Bohle 08-134