Enantioselective Carbene Cascade: An Effective Approach to Cyclopentadienes and Applications in Diels-Alder Reactions
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- 作者：Xiangbo Wang ; Yunfei Zhou ; Lihua Qiu ; Ruwei Yao ; Yang Zheng ; Cheng Zhang ; Xiaoguang Bao and Xinfang Xu
- 刊名：Advanced Synthesis & Catalysis
- 出版年：2016
- 出版时间：May 19, 2016
- 年：2016
- 卷：358
- 期：10
- 页码：1571-1576
- 全文大小：746K
- ISSN：1615-4169
文摘
An asymmetric carbene cascade reaction, which proceeds through carbene/alkyne metathesis and formal (3+2) cycloaddition and converts alkynyl-tethered enol diazoacetates to chiral bicyclic cyclopentadienes, is presented; and no catalytic asymmetric version of these carbene cascade transformations has been disclosed so far. The proton signals of the cyclopropene intermediates are observed in the mechanism study, which clearly demonstrate the reaction pathways. In addition, these products are intercepted via Diels–Alder reactions to provide bridged polycyclic structures in high yields and enantioselectivities.