Stereoselective cascade reactions that incorporate a 7-exo acyl radical cyclization.

ABSTRACT: [reaction: see text] Radical cascades that feature a 7-exo acyl radical cyclization followed by a 6-exo or 5-exo alkyl radical cyclization proceed with very good yields and diastereoselectivities. Two stereocenters are created by the reaction, and a single isomeric product was obtained from each of the five substrates examined. The relative configurations of the products are consistent with cyclizations occurring via chairlike or pseudochairlike transition states.

SUBMITTER: Grant SW 

PROVIDER: S-EPMC2517416 | biostudies-literature | 2006 Apr

REPOSITORIES: biostudies-literature