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.
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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3173575 | PMC |
http://dx.doi.org/10.1021/ja206997e | DOI Listing |
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