Copper-Catalyzed Asymmetric Reductive Coupling of Vinyl <i>N</i> -Heteroarenes with <i>para</i> -Quinone Methides
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 <i>N</i>-heteroarenes are coupled with <i>para</i>-quinone methides (<i>p</i>-QMs) to afford chiral 1,1,2-triarylethanes containing <i>N</i>-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.
Authors
- Chun‐An Fan (ORCID: https://orcid.org/0000-0003-4837-3394)
- Xiang Zhen (ORCID: https://orcid.org/0000-0002-1510-5548)
- Xian‐Tao An (ORCID: https://orcid.org/0009-0008-9452-2913)
- Le-Le Meng
- Xin Zhao (ORCID: https://orcid.org/0000-0002-1276-5858)
- Qi-Qiong Yang
- Jing-Rui Xu (ORCID: https://orcid.org/0000-0001-9894-228X)
- Bo Chen
Institutions
- China West Normal University (CN)
- Chemical Synthesis Lab (SG)
- Lanzhou University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-01-25
- DOI
- https://doi.org/10.1021/acs.joc.5c02834
- Citations
- 1
- Primary Topic
- Synthesis of Indole Derivatives
- Type
- article
- Field-Weighted Citation Impact
- 22.95