Nickel-catalyzed enantioselective allylic alkylation of lactones and lactams with unactivated allylic alcohols.

ABSTRACT: The first nickel-catalyzed enantioselective allylic alkylation of lactone and lactam substrates to deliver products bearing an all-carbon quaternary stereocenter is reported. The reaction, which utilizes a commercially available chiral bisphosphine ligand, proceeds in good yield with a high level of enantioselectivity (up to 90% ee) on a range of unactivated allylic alcohols for both lactone and lactam nucleophiles. The utility of this method is further highlighted via a number of synthetically useful product transformations.

SUBMITTER: Ngamnithiporn A 

PROVIDER: S-EPMC5912103 | biostudies-literature | 2018 Mar

REPOSITORIES: biostudies-literature