Diastereoselective Synthesis of Oxazoloisoindolinones via Cascade Pd-Catalyzed <i>ortho</i>-Acylation of <i>N</i>‑Benzoyl α‑Amino Acid Derivatives and Subsequent Double Intramolecular Cyclizations

2018-12-04T00:00:00Z (GMT) by Kun Jing Xiang-Nan Wang Guan-Wu Wang
The first cascade diastereoselective synthesis of oxazoloisoindolinones via the palladium-catalyzed decarboxylative <i>ortho</i>-acylation of <i>N</i>-benzoyl α-amino acid derivatives followed by double intramolecular cyclizations has been demonstrated. This reaction, using α-amino acids as directing groups and α-oxocarboxylic acids as the acylation source, features a broad substrate scope, good functional group tolerance, high regioselectivity, and excellent diastereoselectivity.