1.
Org Lett
; 18(21): 5700-5703, 2016 11 04.
Artigo
em Inglês
| MEDLINE
| ID: mdl-27783530
RESUMO
In the presence of (R)-DTBM-SEGPHOS-Pd(OAc)2 catalyst, treatment of various 3-(2,6-dibromophenyl)quinazolin-4-ones with NaBH4 gave optically active N-C axially chiral quinazolinone (mebroqualone) derivatives through reductive asymmetric desymmetrization (enantioselective monohydrodebromination) followed by kinetic resolution of the resulting monobromophenyl products (up to 99% ee). The enantioselectivity strongly depended on the substituent (R2) at the C4'position, amount of NaBH4, and reaction temperature.