Diastereodivergent formal[4+1]cycloaddition of azoalkenes as one-carbon synthons  

作　　者：Chun-Yan Guan Tian-Jiao Han Shi-Kun Jia Yuan-Zhao Hua Guang-Jian Mei 

机构地区：[1]Green Catalysis Center,College of Chemistry,Zhengzhou University,Zhengzhou 450001,China

出　　处：《Green Synthesis and Catalysis》2023年第3期258-262,共5页绿色合成与催化（英文）

基　　金：support from the Natural Science Foundation of Henan Province(No.222300420084);the Application Research Plan of Key Scientific Research Projects in Colleges and Universities of Henan Province(No.22A150056)is gratefully acknowledged.

摘　　要：The first diastereodivergent formal[4+1]cycloaddition reactions of azoalkenes with p-quinone methides(pQMs)have been accomplished.The reported reaction occurred via a domino oxa-1,4-addition/1,6-addition process,allowing the use of common azoalkenes as C1 synthons.A broad range of 2,3-dihydrobenzofurans was smoothly prepared in good yields and with reversible diastereoselectivities.The steric hindrance and hydrogenbonding interaction were proposed to account for the two different modes of diastereo-control.The projected reaction features the employment of azoalkene as carbene-like C1 synthon,mild conditions,broad substrate scope and tunable diastereoselectivity.

关 键 词：Azoalkene One-carbon synthon Diastereodivergent [4+1]Cycloaddition para-Quinone methides 

分 类 号：O62[理学—有机化学]