Catalytic Asymmetric Addition and Telomerization of Butadiene with Enamine Intermediates  

作　　者：Yaning Wang Jie Zhang Chang You Xueling Mi Sanzhong Luo 

机构地区：[1]Key Laboratory for Molecular Recognition and Function,Institute of Chemistry,Chinese Academy of Sciences,Beijing 100190 [2]School of Chemical Science,University of Chinese Academy of Sciences,Beijing 100190 [3]College of Chemistry,Beijing Normal University,Beijing 100875 [4]Center of Basic Molecular Science(CBMS),Department of Chemistry,Tsinghua University,Beijing 100084

出　　处：《CCS Chemistry》2022年第7期2267-2275,共9页中国化学会会刊（英文）

基　　金：the Natural Science Foundation of China(nos.21672217,21861132003,and 22031006);Tsinghua University Initiative Scientific Research Program for financial support.

摘　　要：Herein,we report tunable asymmetric addition and telomerization of butadiene by synergistic chiral primary amine/achiral palladium catalysis.A selection of different achiral phosphine ligand in concert with the chiral primary amine-trifluoromethanesulfonic acid(TfOH)conjugates enables both chemo-and enantioselective control of the coupling with butadiene.Bidentate[(oxydi-2,1-phenylene)-bis-(diphenylphosphine)](DPEPhos)ligand led to 1,4-addition adduct whereas monodentate(p-Tol)3P ligand gave the telomerization product.A range ofα-branchedβ-ketoesters and aldehydes could be applied to afford allylation or telomerization products bearing allcarbon quaternary centers at high efficiency and good chemo-,regio-,and stereoselectivities.

关 键 词：synergetic catalysis chiral primary amine addition TELOMERIZATION PALLADIUM BUTADIENE 

分 类 号：O62[理学—有机化学]