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Copper(I)-Catalyzed Ketenimine Formation/Aza-Claisen Rearrangement Cascade for Stereoselective Synthesis of α-Allylic Amidines
Organic Letters ( IF 5.2 ) Pub Date : 2020-04-01 , DOI: 10.1021/acs.orglett.0c01012 Cheng-Gang Wang 1 , Rui Wu 1 , Ting-Peng Li 1 , Tao Jia 1 , Yang Li 1 , Dongmei Fang 2 , Xiaozhen Chen 2 , Yuanji Gao 1 , Hai-Liang Ni 1 , Ping Hu 1 , Bi-Qin Wang 1 , Peng Cao 1
Organic Letters ( IF 5.2 ) Pub Date : 2020-04-01 , DOI: 10.1021/acs.orglett.0c01012 Cheng-Gang Wang 1 , Rui Wu 1 , Ting-Peng Li 1 , Tao Jia 1 , Yang Li 1 , Dongmei Fang 2 , Xiaozhen Chen 2 , Yuanji Gao 1 , Hai-Liang Ni 1 , Ping Hu 1 , Bi-Qin Wang 1 , Peng Cao 1
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A copper-catalyzed three-component reaction of terminal alkynes, TsN3, and tertiary allylic amines is developed toward the one-pot synthesis of α-allylic amidines. The product was synthesized on gram scale under 1 mol % of catalyst loading. Transformations of products into alkenyl amine and other nitrogen-containing compounds are demonstrated without any loss of stereochemical information.
中文翻译:
铜(I)催化的ketenimine形成/氮杂-克莱森重排的立体选择性合成α-烯丙基Al。
铜的末端炔烃,TsN 3和叔烯丙基胺的三组分反应朝着一锅合成α-烯丙基am的方向发展。在1mol%的催化剂负载下以克规模合成产物。证明了产物向链烯基胺和其他含氮化合物的转化,而没有任何立体化学信息的损失。
更新日期:2020-04-24
中文翻译:
铜(I)催化的ketenimine形成/氮杂-克莱森重排的立体选择性合成α-烯丙基Al。
铜的末端炔烃,TsN 3和叔烯丙基胺的三组分反应朝着一锅合成α-烯丙基am的方向发展。在1mol%的催化剂负载下以克规模合成产物。证明了产物向链烯基胺和其他含氮化合物的转化,而没有任何立体化学信息的损失。