Catalytic enantioselective total synthesis of (+)-eucomic acid.

ABSTRACT: A catalytic enantioselective synthesis of (+)-eucomic acid is reported. A palladium-catalyzed asymmetric allylic alkylation is employed to access the chiral tetrasubstituted α-hydroxyacid moiety found in the natural product. The protecting group strategy was investigated, and a protecting group manipulation was made without any appreciable deleterious effects in the allylic alkylation reaction. Non-natural (+)-eucomic acid is synthesized in a longest linear sequence of 13 steps.

SUBMITTER: Estipona BI 

PROVIDER: S-EPMC4986999 | biostudies-literature | 2016 Jun

REPOSITORIES: biostudies-literature