College of Chemistry, Jilin University , 2699 Qianjin Street, Changchun 130012, China.
Org Lett. 2014 Feb 21;16(4):1096-9. doi: 10.1021/ol403680c. Epub 2014 Feb 3.
The first enantioselective synthesis of pyrrolyl-substituted triarylmethanes has been accomplished using a novel imidodiphosphoric acid catalyst, which is derived from two (R)-BINOL frameworks with different 3,3'-substituents. This strategy was also expanded to the synthesis of bis(indolyl)-substituted triarylmethanes with high enantioselectivities, which could only be obtained with moderate ee values in previous reports. These two efficient Friedel-Crafts alkylation processes feature low catalyst loading, broad functional group compatibilities, and the potential to provide practical pathways for the synthesis of enantioenriched bioactive triarylmethanes.
首例吡咯基取代三芳基甲烷的对映选择性合成已使用新型亚氨基二膦酸催化剂完成，该催化剂源自两个具有不同 3,3′取代基的（R）-BINOL 骨架。该策略还扩展到高对映选择性双（吲哚基）取代三芳基甲烷的合成，这在以前的报道中只能以中等 ee 值获得。这两种高效的傅克烷基化反应具有低催化剂负载、广泛的官能团相容性，并为合成对映体富集的生物活性三芳基甲烷提供了实用途径。
