期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 34, 页码 10980-10984出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201806780
关键词
aziridines; Catellani reaction; cooperative catalysis; heterocycles; palladium
资金
- National Key Research and Development Program of China [2016YFB0101203]
- National 1000-Youth Talents Plan
- Innovation Team Program of Wuhan University [2042017kf0232]
- Wuhan University
Reported is a modular one-step three-component synthesis of tetrahydroisoquinolines using a Catellani strategy. This process exploits aziridines as the alkylating reagents, through palladium/norbornene cooperative catalysis, to enable a Catellani/Heck/aza-Michael addition cascade. This mild, chemoselective, and scalable protocol has broad substrate scope (43 examples, up to 90% yield). The most striking feature of this protocol is the excellent regioselectivity and diastereoselectivity observed for 2-alkyl- and 2-aryl-substituted aziridines to access 1,3-cis-substituted and 1,4-cis-substituted tetrahydroisoquinolines, respectively. Moreover, this is a versatile process with high step and atom economy.
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