Catalytic enantioselective oxidative coupling of saturated ethers with carboxylic acid derivatives.

ABSTRACT: Catalytic enantioselective C-C bond forming process through cross-dehydrogenative coupling represents a promising synthetic strategy, but it remains a long-standing challenge in chemistry. Here, we report a formal catalytic enantioselective cross-dehydrogenative coupling of saturated ethers with diverse carboxylic acid derivatives involving an initial oxidative acetal formation, followed by nickel(II)-catalyzed asymmetric alkylation. The one-pot, general, and modular method exhibits wide compatibility of a broad range of saturated ethers not only including prevalent tetrahydrofuran and tetrahydropyran, but also including medium- and large-sized cyclic moieties and acyclic ones with excellent enantioselectivity and functional group tolerance. The application in the rapid preparation of biol

SUBMITTER: Wang G 

PROVIDER: S-EPMC6362111 | biostudies-literature | 2019 Feb

REPOSITORIES: biostudies-literature