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Stereoselective construction of azepine-containing bridged scaffolds via organocata-lytic bicyclization of yne-allenone esters with nitrones
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作者 Meng-Fan Li shao-qing shi +6 位作者 Ting Xu Qian Zhang Wen-Juan Hao Shu-Liang Wang Jianyi Wang Shu-Jiang Tu Bo Jiang 《Chinese Chemical Letters》 SCIE CAS CSCD 2023年第4期309-312,共4页
A new organocatalytic double annulation cascade involving scission/recombination of N-O bonds of nitrones is reported for the first time, and used to produce a range of hitherto unprecedented tricyclic bridged-fused b... A new organocatalytic double annulation cascade involving scission/recombination of N-O bonds of nitrones is reported for the first time, and used to produce a range of hitherto unprecedented tricyclic bridged-fused benzo[d]azepines bearing three stereogenic centers with moderate to good yields and complete diastereoselectivity. A quinine-catalyzed reaction of yne–allenone esters with nitrones worked well and provided a convergent and regioselective pathway to access these three-dimensional scaffolds from the planar conjugated system. Density functional theory(DFT) calculations have been applied to understand the key process for forming diradical intermediates. 展开更多
关键词 BICYCLIZATION DIASTEREOSELECTIVITY Organocatalysis Bridged heterocycles YNE-allenone esters NITRONES
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