scholarly journals Asymmetric Catalysis Special Feature Part I: Catalytic asymmetric synthesis of all-carbon quaternary stereocenters

2004 ◽  
Vol 101 (15) ◽  
pp. 5363-5367 ◽  
Author(s):  
C. J. Douglas ◽  
L. E. Overman
2018 ◽  
Vol 5 (1) ◽  
pp. 36-40 ◽  
Author(s):  
Zhi-Peng Wang ◽  
Qi Wu ◽  
Jia Jiang ◽  
Zi-Rui Li ◽  
Xiao-Jiao Peng ◽  
...  

An enantioselective [3 + 2] cycloaddition of heteroatom-substituted alkenes with α-substituted isocyanoacetates has been developed. Excellent reactivity and enantioselectivity were obtained.


2014 ◽  
Vol 12 (29) ◽  
pp. 5324-5330 ◽  
Author(s):  
Lara Cala ◽  
Francisco J. Fañanás ◽  
Félix Rodríguez

This perspective article summarizes the few and recently reported methods on catalytic asymmetric synthesis of spiroacetal derivatives from achiral substrates.


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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