4,4'-disubstituted 1,2,3,4-tetrahydroisoquinolines from alkylation of a chiral non racemic lactam. An approach to the crinine-type alkaloids

Article abstract of DOI:10.1016/S0040-4020(98)00491-8

Enantiomerically pure 4,4-disubstituted tetrahydroisoquinolin-3-ones can be easily prepared by bis-alkylation of 1,2,3,4-tetrahyroisoquinolin-3-one 1 derived from (R)-(-)phenylglycinol. The observed diastereoselectivity was explained by a rigid chelated i