Expeditious diastereoselective synthesis of elaborated ketones via remote Csp³-H functionalization.

ABSTRACT: The quest for selective C-H functionalization reactions, able to provide new strategic opportunities for the rapid assembly of molecular complexity, represents a major focus of the chemical community. Examples of non-directed, remote Csp³-H activation to forge complex carbon frameworks remain scarce due to the kinetic stability and thus intrinsic challenge associated to the chemo-, regio- and stereoselective functionalization of aliphatic C-H bonds. Here we describe a radical-mediated, directing-group-free regioselective 1,5-hydrogen transfer of unactivated Csp³-H bonds followed by a second Csp²-H functionalization to produce, with exquisite stereoselectivity, a variety of elaborated fused ketones. This study demonstrates that aliphatic acids can be strateg

SUBMITTER: Shu W 

PROVIDER: S-EPMC5241786 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature