Chiral Oxazaborolidines as Catalysts for the Enantioselective Addition of Diethylzinc to Aldehydes

1989 ◽  
Author(s):  
N. N. Joshi ◽  
M. Srebnik ◽  
H. C. Brown
Keyword(s):  
Enantioselective Addition

Regio-, Stereo- and Enantioselective α-Addition of Carbonyl Nucleo-philes to Allenamides Catalyzed by a Synergistic Copper/Enamine System

2020 ◽  
Author(s):  
Rémi Blieck ◽  
Sebastien Lemouzy ◽  
Marc Taillefer ◽  
Florian Monnier
Keyword(s):  
Catalytic System ◽  
Secondary Amine ◽  
Primary Amine ◽  
Synergistic Catalysis ◽  
Enantioselective Addition ◽  
Amine Catalysts

A dual copper/enamine catalytic system is found to enable an intermolecular enantioselective α-addition of various carbonyl nucleophiles to allenamides. Secondary amine catalysts allowed the highly enantioselective addition of aldehydes, while using primary amine catalysts led to the enantioselective addition of ketoester nucleophiles. The process was found to be highly regio-, stereo- and enantio-selective and represented the first allene hydrofunctionalization using an synergistic catalysis involving copper

Highly enantioselective addition of sulfur-containing heterocycles to isatin-derived ketimines

2019 ◽  
Vol 17 (31) ◽  
pp. 7309-7314 ◽  
Author(s):  
Michael Franc ◽  
Michal Urban ◽  
Ivana Císařová ◽  
Jan Veselý
Keyword(s):  
Heterocyclic Compounds ◽  
Stereoselective Addition ◽  
Enantioselective Addition ◽  
Sulfur Containing

In this study, we report a highly stereoselective addition of sulfur-containing heterocyclic compounds to isatin-derived ketimines efficiently catalyzed by cinchonidine-derived bifunctional tertiary aminothiourea (1 mol%).

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...

A Convenient Synthesis of Piperidine-Based β-Amino Alcohols from L-Phe and Highly Enantioselective Addition of Diethyl Zinc to Aldehydes.

ChemInform ◽  
2003 ◽  
Vol 34 (28) ◽  
Author(s):  
Chao-shan Da ◽  
Zhi-jian Han ◽  
Ming Ni ◽  
Fan Yang ◽  
Da-xue Liu ◽  
...  
Keyword(s):  
Amino Alcohols ◽  
Diethyl Zinc ◽  
Convenient Synthesis ◽  
Enantioselective Addition

Stereoselective synthesis of pinane-type tridentate aminodiols and their application in the enantioselective addition of diethylzinc to benzaldehyde

2012 ◽  
Vol 23 (2) ◽  
pp. 144-150 ◽  
Author(s):  
Kinga Csillag ◽  
Lukács Németh ◽  
Tamás A. Martinek ◽  
Zsolt Szakonyi ◽  
Ferenc Fülöp
Keyword(s):  
Stereoselective Synthesis ◽  
Enantioselective Addition

Enantioselective Addition of Vinylzinc Reagents to 3,4-DihydroisoquinolineN-Oxide

2006 ◽  
Vol 8 (18) ◽  
pp. 3979-3982 ◽  
Author(s):  
Sa Wang ◽  
Christopher T. Seto
Keyword(s):  
Enantioselective Addition

Highly Enantioselective Addition of Enals to Isatin-Derived Ketimines Catalyzed by N-Heterocyclic Carbenes: Synthesis of Spirocyclic γ-Lactams

2012 ◽  
Vol 14 (21) ◽  
pp. 5412-5415 ◽  
Author(s):  
Hui Lv ◽  
Bhoopendra Tiwari ◽  
Junming Mo ◽  
Chong Xing ◽  
Yonggui Robin Chi
Keyword(s):  
Heterocyclic Carbenes ◽  
Enantioselective Addition

Enantioselective addition of diethylzinc to aldehydes catalyzed by pyridineoxazolinealcohols

1995 ◽  
Vol 6 (2) ◽  
pp. 549-558 ◽  
Author(s):  
Emmanuel Macedo ◽  
Christina Moberg
Keyword(s):  
Enantioselective Addition
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