Stereochemical Diversity in Chiral Ligand Design:  Discovery and Optimization of Catalysts for the Enantioselective Addition of Allylic Halides to Aldehydes

2005 ◽  
Vol 7 (9) ◽  
pp. 1837-1839 ◽  
Author(s):  
Jae-Young Lee ◽  
Jeremie J. Miller ◽  
Steven S. Hamilton ◽  
Matthew S. Sigman
Keyword(s):  
Ligand Design ◽  
Chiral Ligand ◽  
Enantioselective Addition ◽  
Allylic Halides

Dimethylzinc-mediated enantioselective addition of terminal alkynes to 1,2-diketones using perhydro-1,3-benzoxazines as ligands

2021 ◽  
Author(s):  
Elena Prieto ◽  
Rebeca Infante ◽  
Javier Nieto ◽  
Celia Andres
Keyword(s):  
Chiral Ligand ◽  
Terminal Alkynes ◽  
Conformationally Restricted ◽  
Enantioselective Addition

A conformationally restricted perhydro-1,3-benzoxazine derived from (-)-8-aminomenthol behaves as a good chiral ligand in the dimethylzinc-mediated enantioselective monoaddition of aromatic and aliphatic terminal alkynes to 1,2-diketones. The corresponding α-hydroxyketones were...

Enantioselective Addition of Methyl-lithium to 2-Furaldehyde Imine with the Aid of Chiral Ligand

Heterocycles ◽  
1997 ◽  
Vol 46 (1) ◽  
pp. 165 ◽  
Author(s):  
Kiyoshi Tomioka ◽  
Daisuke Taniyama ◽  
Motomu Kanai ◽  
Akira Iida
Keyword(s):  
Chiral Ligand ◽  
Enantioselective Addition

ChemInform Abstract: Enantioselective Addition of Diethylzinc to Aldehydes Catalyzed by Ethyl Nipecotate-Derived New Chiral Ligand.

ChemInform ◽  
2010 ◽  
Vol 30 (45) ◽  
pp. no-no
Author(s):  
So Ha Lee ◽  
Dai Sig Im ◽  
Chan Seong Cheong ◽  
Bong Young Chung
Keyword(s):  
Chiral Ligand ◽  
Enantioselective Addition

scholarly journals New Chiral Ligand Derived from (+)- -Pinene Used in the Enantioselective Addition of Diethylzinc to Aldehydes

2013 ◽  
Author(s):  
Gustavo Frensch ◽  
Francisco A. Marques ◽  
Celso L. Wosch ◽  
Ricardo Labes ◽  
Beatriz Helena L. N. Sales Maia ◽  
...  
Keyword(s):  
Chiral Ligand ◽  
Enantioselective Addition

Synthesis of Chiral Tridentate Ligands Embodying the Bispidine Framework and their Application in the Enantioselective Addition of Diethylzinc to Aldehydes

2011 ◽  
Vol 396-398 ◽  
pp. 1236-1243 ◽  
Author(s):  
Yue Cheng Zhang ◽  
Jing Yuan Gao ◽  
Nai Yue Shi ◽  
Ji Quan Zhao
Keyword(s):  
Catalytic Reaction ◽  
Aromatic Aldehydes ◽  
Aliphatic Aldehyde ◽  
Chiral Center ◽  
Hydroxyl Group ◽  
High Yield ◽  
Chiral Ligand ◽  
Tridentate Ligands ◽  
Reaction Systems ◽  
Enantioselective Addition

Several new chiral tridentate ligands with the bispidine moiety were synthesized from N-alkyl bispidines and chiral amino (or hydroxyl) acids. The synthesized ligands were used as catalysts in the enantioselective addition of diethylzinc to several aromatic aldehydes and an aliphatic aldehyde. High yield and enantioselectivity were received in the cases of aromatic aldehydes as substrates especially when the employed chiral ligand has a hydroxyl group attached to the chiral center. The effect of the structure, the amount of tridentate chiral ligands, solvent and temperature on the enantioselectivity of the addition products were studied. A possible mechanism for the addition of diethylzinc to aldehydes in the presence of bispidine-derived ligands were proposed based upon the catalytic reaction results and referred to the mechanisms proposed for other reaction systems in literatures.

ChemInform Abstract: Enantioselective Addition of Methyllithium to 2-Furaldehyde Imine with the Aid of Chiral Ligand.

ChemInform ◽  
2010 ◽  
Vol 29 (18) ◽  
pp. no-no
Author(s):  
D. TANIYAMA ◽  
M. KANAI ◽  
A. IIDA ◽  
K. TOMIOKA
Keyword(s):  
Chiral Ligand ◽  
Enantioselective Addition
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