Diastereoselective auxiliary-and catalyst-controlled intramolecular aza-Michael reaction for the elaboration of enantioenriched 3-substituted isoindolinones. Application to the synthesis of a new pazinaclone analogue.
DOI Number:
10.3762/bjoc.14.46
Reaction Category:
MOP ID:
MOP_0000561
Educt:
(R,E)-2-(3-oxo-3-(pyrrolidin-1-yl)prop-1-en-1-yl)-N-(1-phenylethyl)benzamide
Product:
(S)-3-(2-oxo-2-(pyrrolidin-1-yl)ethyl)-2-((R)-1-phenylethyl)isoindolin-1-one
Catalyst:
(9S)-1-[[4-(1,1-dimethylethyl)phenyl]methyl]-9-hydroxy-cinchonanium bromide
Cas No:
118089-82-0
Associated Product from Buchler GmbH:
Cinchonine Base
Cas No:
118-10-5