Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 4, Pages 532-538Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201500903
Keywords
aziridines; cyclization; domino reactions; Lewis acids; Michael addition
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Funding
- Foundation of Talent Introduction in Tianjin Normal University [5L121, 5L122]
- Natural Science Foundation of Tianjin [15JCQNJC05400]
- National Natural Science Foundation of China [21302140, 21402141]
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A new silver(I) triflate-promoted tandem reaction comprising the ring opening of aziridines and a Michael reaction has been developed. Using secondary amines or primary amines as nucleophiles, this methodology allows for the synthesis of cis-1-alkyl-4-aminotetrahydroisoquinolines or cis-1,3-disubstituted isoindolines in good yields with excellent diastereoselectivities, respectively. Besides, easy operation and mild reaction conditions are also notable features of this tandem reaction.
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