Asymmetric synthesis of optically active β-substituted ketones by highly enantioselective catalytic conjugate addition of dialkylzinc reagents to enones using a catalyst system of nickel(II)-chiral ligand–achiral ligand in acetonitrile/toluene

Author(s):  
Kenso Soai ◽  
Tomoiki Hayasaka ◽  
Shoji Ugajin
2008 ◽  
Vol 80 (4) ◽  
pp. 763-776 ◽  
Author(s):  
Mikiko Sodeoka ◽  
Yoshitaka Hamashima

Highly enantioselective Pd(II)-catalyzed Michael addition, Mannich-type reaction, aldol reaction, fluorination, conjugate addition of amine, and conjugate reduction have been developed. Asymmetric synthesis of biologically interesting heterocyclic compounds, calycotomine, BMS-204352, torcetrapib, and warfarin, was achieved by using these Pd-catalyzed asymmetric reactions as a key step.


2014 ◽  
Vol 2014 ◽  
pp. 1-5 ◽  
Author(s):  
Shaheen M. Sarkar ◽  
Md. Eaqub Ali ◽  
Md. Lutfor Rahman ◽  
Mashitah Mohd Yusoff

Optically active cinchona alkaloid was anchored onto mesoporous SBA-16 silica and the as-prepared complex was used as a heterogeneous chiral ligand of osmium tetraoxide for the asymmetric dihydroxylation of olefins. The prepared catalytic system provided 90–93% yield of vicinal diol with 92–99% enantioselectivity. The ordered mesoporous SBA-16 silica was found to be a valuable support for the cinchona alkaloid liganded osmium catalyst system which is frequently used in chemical industries and research laboratories for olefin functionalization.


Synlett ◽  
2019 ◽  
Vol 30 (04) ◽  
pp. 477-482
Author(s):  
Qi Liu ◽  
Tao Cao ◽  
Yulin Han ◽  
Xingguo Jiang ◽  
Yang Tang ◽  
...  

A facile CuI-catalyzed asymmetric synthesis of chiral tertiary α-allenols with up to 95% ee starting from common tertiary propargylic alcohols and aldehydes has been developed. The amount of chiral ­ligand used in this transformation can be as low as 2.5 mol%.


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