Asymmetric Chlorination of ß-Keto Esters Using Diaminomethylenemalononitrile Organocatalyst.

Chemical & pharmaceutical bulletin

PubMedID: 27904086

Sakai T, Hirashima SI, Nakashima K, Maeda C, Yoshida A, Koseki Y, Miura T. Asymmetric Chlorination of ß-Keto Esters Using Diaminomethylenemalononitrile Organocatalyst. Chem Pharm Bull. 2016;64(12):1781-1784.
Diaminomethylenemalononitrile organocatalysts promote the asymmetric chlorination of simple cyclic ß-keto esters such as methyl, ethyl, and benzyl esters of 1-oxo-2,3-dihydro-1H-indene-2-carboxylic acid. This affords the corresponding chiral a-chlorinated carbonyl products in excellent yields with high enantioselectivities.