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Updated: Jan 27, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Copper-Catalyzed Asymmetric Reductive Coupling of Vinyl N-Heteroarenes with para-Quinone Methides
Bo Chen1,2, Qi-Qiong Yang1, Xiang Zhen1
1State Key Laboratory of Natural Product Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, 222 Tianshui Nanlu, Lanzhou 730000, China.
Abstract:
Chiral 1,1,2-triarylethanes represent highly desirable synthetic targets in medicinal chemistry. Herein, we describe a copper-catalyzed asymmetric reductive coupling strategy, wherein vinyl N-heteroarenes are coupled with para-quinone methides (p-QMs) to afford chiral 1,1,2-triarylethanes containing N-heteroarene moieties in 60-99% yields, with enantioselectivities of up to 94% ee and diastereoselectivities of 2:1 to >20:1 dr. This modular protocol features low-cost catalysts, facilely prepared substrates, and good control of stereoselectivity.
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