Journal
ORGANIC LETTERS
Volume 16, Issue 12, Pages 3208-3211Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol501217u
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Funding
- NSFC [21122056, 21372160, 21321061]
- 973 Program [2010CB833300]
- Program for Changjiang Scholars and Innovative Research Team in University [IRT13031]
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An asymmetric dearomatic Diels-Alder protocol for various heteroarenes, such as benzofuran, benzothiophene, or even furan, has been developed via pi-system activation. This method involves in situ generation of formal trienamine species embedding a heteroaromatic moiety, and an array of chiral fused frameworks with high molecular complexity and skeletal diversity were efficiently constructed in good to excellent stereoselectivity by the catalysis of a cinchona-based primary amine.
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