Stereoselective synthesis of quaternary carbons via the dianionic Ireland-Claisen rearrangement.

ABSTRACT: A dianionic Ireland-Claisen rearrangement of chiral, nonracemic α-methyl-β-hydroxy allylic esters has been developed that proceeds with high diastereoselectivity and provides products containing three contiguous stereogenic carbons, including a quaternary center. The potential utility of the rearrangement for complex molecule synthesis is also demonstrated.

SUBMITTER: Crimmins MT 

PROVIDER: S-EPMC4018138 | biostudies-literature | 2014 May

REPOSITORIES: biostudies-literature