Journal
CHEMICAL COMMUNICATIONS
Volume 56, Issue 53, Pages 7257-7260Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc02836c
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Funding
- NSFC [21931006, 21772126]
- Sichuan University Spark Program [2018SCUH0058]
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Constructing eight-membered rings, especially in an enantioselective manner, is a challenging task due to unfavorable enthalpic and entropic barriers of the transition states during the formation process. Here we report an asymmetric [4+4] annulation reaction of diverse 1-azadienes and beta-substituted cyclobutenones under the catalysis of modified cinchona alkaloids, by thein situgeneration of ring-opened ammonium dienolate intermediates. A spectrum of heteroarene- or indene-fused eight-membered lactams are obtained in fair to excellent yields with remarkable enantioselectivities (up to 99% yield, 99% ee).
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