Catalytic Asymmetric Conjugate Addition and Allylic Substitution of Cyclobutenones with Arylzinc Halides  

作　　者：Renming Pan Ping Lu 

机构地区：[1]Research Center for Molecular Recognition and Synthesis,Department of Chemistry,Fudan University,220 Handan Lu,Shanghai,200433 China

出　　处：《Chinese Journal of Chemistry》2025年第2期184-190,共7页中国化学(英文版)

基　　金：supported by the National Natural Science Foundation of China(22071028,21921003).

摘　　要：Conjugate addition and allylic substitution are two essential chemical transformations,and they could be competitive for substrates with multiple reactive sites.Herein,we report the diversified enantioselective synthesis of cyclobutenes via the functionalization of cyclobutenones.The conjugate addition of cyclobutenones with arylzinc halides provided enantioenriched cyclobutenes with all-carbon quaternary centers.On the other hand,when cyclobutenones with gem-dichloro groups were employed,a chemo-and enantioselective allylic substitution occurred.Further synthetic utility was demonstrated for synthesizing versatile cyclobutane derivatives,together with ring-opening and expansion products.

关 键 词：Asymmetric conjugate addition Asymmetric allylic substitution Aryl transfer CHEMOSELECTIVITY Chiral quaternary stereocenters Cross-coupling/Strainedmolecules 

分 类 号：O62[理学—有机化学]