Site-selective catalysis: toward a regiodivergent resolution of 1,2-diols.

ABSTRACT: This paper demonstrates that the secondary hydroxyl can be functionalized in preference to the primary hydroxyl of a 1,2-diol. The site selectivity is achieved by using an enantioselective organic catalyst that is able to bond to the diol reversibly and covalently. The reaction has been parlayed into a divergent kinetic resolution on a racemic mixture, providing access to highly enantioenriched secondary-protected 1,2-diols in a single synthetic step.

SUBMITTER: Worthy AD 

PROVIDER: S-EPMC3342470 | biostudies-literature | 2012 May

REPOSITORIES: biostudies-literature