Dual catalysis in enantioselective oxidopyrylium-based [5 + 2] cycloadditions.

ABSTRACT: A new method for effecting catalytic enantioselective intramolecular [5 + 2] cycloadditions based on oxidopyrylium intermediates is reported. The dual catalyst system consists of a chiral primary aminothiourea and a second achiral thiourea. Experimental evidence points to a new type of cooperative catalysis with each species being necessary to generate a reactive pyrylium ion pair that undergoes subsequent cycloaddition with high enantioselectivity.

SUBMITTER: Burns NZ 

PROVIDER: S-EPMC3173575 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature