engleski

Chiral Brønsted Acid-Catalysed Enantioselective Synthesis of Isoindolinone-Derived N(acyl), S- Acetals

The first organocatalytic asymmetric addition of thiols to N-Acyl ketimines, generated in situ from 3- hydroxy isoindolinones, is described. The reaction proceeds smoothly with a broad range of ketimines and thiols using a chiral Brønsted acid catalyst to afford N(acyl), S-acetals comprising tetrasubstituted stereocenter in high yields and enantioselectivities (up to 98.5:1.5 e.r.). Usefulness of the developed protocol is demonstrated in the synthesis of a known HIV-1 Reverse Transcriptase Inhibitor.

organocatalysis ; chiral Bronsted acid ; N(acyl) ; S-acetals

nije evidentirano