Generating Fischer-Type Rh-Carbenes with Rh-Carbynoids.

ABSTRACT: We describe the first catalytic generation of Fischer-type acyloxy Rh(II)-carbenes from carboxylic acids and Rh(II)-carbynoids. This novel class of transient donor/acceptor Rh(II)-carbenes evolved through a cyclopropanation process providing access to densely functionalized cyclopropyl-fused lactones with excellent diastereoselectivity. DFT calculations allowed the analysis of the properties of Rh(II)-carbynoids and acyloxy Rh(II)-carbenes as well as the characterization of the mechanism.

SUBMITTER: Palomo E 

PROVIDER: S-EPMC9999426 | biostudies-literature | 2023 Mar

REPOSITORIES: biostudies-literature