铜烯丙基试剂与 C、N-环亚甲胺叶立德的催化不对称 [4 + 3] 环化反应。
Catalytic Asymmetric [4 + 3] Annulation of C, N-Cyclic Azomethine Imines with Copper Allenylidenes.
机构信息
Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Science , Lanzhou University , Lanzhou , Gansu 730000 , China.
School of Pharmaceutical Sciences , Sun Yat-Sen University , Guangzhou , Guangdong 510006 , China.
出版信息
Org Lett. 2018 Oct 19;20(20):6506-6510. doi: 10.1021/acs.orglett.8b02828. Epub 2018 Oct 5.
The first asymmetric decarboxylative [4 + 3] annulation of propargylic carbamates with C, N-cyclic azomethine imines has been developed successfully by a copper- N-heterocyclic carbine system. This strategy led to a series of optically active isoquinoline-fused triazepine derivatives in good yields and with excellent enantio- and diastereoselectivities. Remarkably, Cu-allenylidene intermediates play a crucial role in this transformation.
铜-氮杂环卡宾体系成功实现了炔丙基氨基甲酸酯与 C，N-环亚胺腙的首例不对称脱羧[4+3]环加成反应。该策略以优异的对映选择性和非对映选择性，高收率得到一系列光学活性的异喹啉并三氮唑衍生物。值得注意的是，Cu-烯丙基中间体在该转化中起关键作用。
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