Russian Chemical Bulletin | 2021
Novel C2-symmetric phenylglycine derivatives as organocatalysts of the Michael reaction between nitroalkenes and ketones
Abstract
A comprehensive study of the activity of the amide-type organocatalysts based on (R)- and (S)-phenylglycine and 1,2-di(2-pyridyl)-1,2-diaminoethane in the asymmetric Michael reaction between various nitroalkenes and ketones was carried out. The products of the studied reactions were formed in up to 99% yield, with syn diastereoselectivity (dr) >20: 1 and enantiomeric excess of up to 93% ee for syn-isomer. The organocatalysts can be regenerated and reused in at least seven reaction cycles.