Asymmetric tandem hemiaminal-heterocyclization-aza-Mannich reaction of 2-formylbenzonitriles and amines using chiral phase transfer catalysis: an experimental and theoretical study

作者:Capobianco Amedeo*; Di Mola Antonia; Intintoli Valentina; Massa Antonio; Capaccio Vito; Roiser Lukas; Waser Mario; Palombi Laura*
来源:RSC Advances, 2016, 6(38): 31861-31870.
DOI:10.1039/c6ra05488a

摘要

The first asymmetric synthesis of 3-amino-substituted isoindolinones was accomplished via cascade hemiaminal-heterocyclization-intramolecular aza-Mannich reaction of benzylamines and 2-formylbenzonitriles using chiral phase transfer conditions (PTC). A theoretical study of the enantioselective step provides a rationale for the mode of action of the best performing phase transfer catalyst and the observed face selectivity.

  • 出版日期2016