ChemInform Abstract: Catalytic Asymmetric Synthesis of 1,3-Enyne Scaffolds: Design and Synthesis of Conjugated Nitro Dienynes as Novel Michael Acceptors and Development of a New Synthetic Methodology.

ChemInform ◽  
2014 ◽  
Vol 45 (17) ◽  
pp. no-no
Author(s):  
Xiang Li ◽  
Fangzhi Peng ◽  
Mingtao Zhou ◽  
Mingjie Mo ◽  
Ruirui Zhao ◽  
...  
2014 ◽  
Vol 50 (14) ◽  
pp. 1745-1747 ◽  
Author(s):  
Xiang Li ◽  
Fangzhi Peng ◽  
Mingtao Zhou ◽  
Mingjie Mo ◽  
Ruirui Zhao ◽  
...  

A catalytic enantioselective synthesis of 1,3-enynes for the development of nitro dienynes as novel Michael acceptors has been developed.


2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Tao-Tao Gao ◽  
Hou-Xiang Lu ◽  
Peng-Chao Gao ◽  
Bi-Jie Li

AbstractChiral tertiary boronic esters are important precursors to bioactive compounds and versatile synthetic intermediates to molecules containing quaternary stereocenters. The development of conjugate boryl addition to α,β-unsaturated amide has been hampered by the intrinsic low electrophilicity of the amide group. Here we show the catalytic asymmetric synthesis of enantioenriched tertiary boronic esters through hydroboration of β,β-disubstituted α,β-unsaturated amides. The Rh-catalyzed hydroboration occurs with previously unattainable selectivity to provide tertiary boronic esters in high enantioselectivity. This strategy opens a door for the hydroboration of inert Michael acceptors with high stereocontrol and may provide future applications in the synthesis of biologically active molecules.


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