Dual Catalysis in Enantioselective Oxidopyrylium-Based [5+2] Cycloadditions

作者:Burns Noah Z; Witten Michael R; Jacobsen Eric N*
来源:Journal of the American Chemical Society, 2011, 133(37): 14578-14581.
DOI:10.1021/ja206997e

摘要

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.

  • 出版日期2011-9-21