Kinetic resolution of racemic tertiary allylic alcohols through S_N2' reaction using a chiral bisphosphoric acid/silver(i) salt co-catalyst system.

ABSTRACT: A highly efficient kinetic resolution (KR) of racemic tertiary allylic alcohols was achieved through an intramolecular allylic substitution reaction using a co-catalyst system composed of chiral bisphosphoric acid and silver carbonate. This reaction afforded enantioenriched diene monoepoxides along with the recovery of tertiary allylic alcohols in a highly enantioselective manner, realizing an extremely high s-factor in most cases. The present method provides a new access to enantioenriched tertiary allylic alcohols, multifunctional compounds that are applicable for further synthetic manipulations.

SUBMITTER: Kayal S 

PROVIDER: S-EPMC9400685 | biostudies-literature | 2022 Aug

REPOSITORIES: biostudies-literature