Development of chiral phosphine ligands bearing a carboxyl group and their application to catalytic asymmetric reaction

1995 ◽  
Vol 6 (10) ◽  
pp. 2469-2474 ◽  
Author(s):  
Toru Minami ◽  
Yoshiharu Okada ◽  
Tsuneyuki Otaguro ◽  
Seiji Tawaraya ◽  
Tomohiro Furuichi ◽  
...  
Keyword(s):  
Phosphine Ligands ◽  
Carboxyl Group ◽  
Asymmetric Reaction ◽  
Chiral Phosphine Ligands ◽  
Catalytic Asymmetric

ChemInform Abstract: Development of Chiral Phosphine Ligands Bearing a Carboxyl Group and Their Application to Catalytic Asymmetric Reaction.

ChemInform ◽  
2010 ◽  
Vol 27 (11) ◽  
pp. no-no
Author(s):  
T. MINAMI ◽  
Y. OKADA ◽  
T. OTAGURO ◽  
S. TAWARAYA ◽  
T. FURUICHI ◽  
...  
Keyword(s):  
Phosphine Ligands ◽  
Carboxyl Group ◽  
Asymmetric Reaction ◽  
Chiral Phosphine Ligands ◽  
Catalytic Asymmetric

scholarly journals Copper-catalyzed asymmetric methylation of fluoroalkylated pyruvates with dimethylzinc

2018 ◽  
Vol 14 ◽  
pp. 576-582 ◽  
Author(s):  
Kohsuke Aikawa ◽  
Kohei Yabuuchi ◽  
Kota Torii ◽  
Koichi Mikami
Keyword(s):  
Copper Catalyst ◽  
Phosphine Ligand ◽  
Phosphine Ligands ◽  
Tertiary Alcohols ◽  
Chiral Phosphine Ligands ◽  
Asymmetric Methylation ◽  
Chiral Phosphines ◽  
Catalytic Asymmetric ◽  
High Yields

The catalytic asymmetric methylation of fluoroalkylated pyruvates is shown with dimethylzinc as a methylating reagent in the presence of a copper catalyst bearing a chiral phosphine ligand. This is the first catalytic asymmetric methylation to synthesize various α-fluoroalkylated tertiary alcohols with CF3, CF2H, CF2Br, and n-C n F2 n +1 (n = 2, 3, 8) groups in good-to-high yields and enantioselectivities. Axial backbones and substituents on phosphorus atoms of chiral phosphine ligands critically influence the enantioselectivity. Moreover, the methylation of simple perfluoroalkylated ketones is found to be facilitated by only chiral phosphines without copper.

New chiral phosphine ligands containing (η6-arene)chromium and catalytic asymmetric cross-coupling reactions

1992 ◽  
Vol 3 (2) ◽  
pp. 213-216 ◽  
Author(s):  
Motokazu Uemura ◽  
Ryuta Miyake ◽  
Hikaru Nishimura ◽  
Yonetatsu Matsumoto ◽  
Tamio Hayashi
Keyword(s):  
Cross Coupling ◽  
Phosphine Ligands ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Chiral Phosphine Ligands ◽  
Catalytic Asymmetric

Optically Active Ruthenocenylbis(phosphines): New Efficient Chiral Phosphine Ligands for Catalytic Asymmetric Reactions

1994 ◽  
Vol 116 (10) ◽  
pp. 4221-4226 ◽  
Author(s):  
Tamio Hayashi ◽  
Akira Ohno ◽  
Shi-jie Lu ◽  
Yonetatsu Matsumoto ◽  
Emiko Fukuyo ◽  
...  
Keyword(s):  
Optically Active ◽  
Phosphine Ligands ◽  
Asymmetric Reactions ◽  
Chiral Phosphine Ligands ◽  
Catalytic Asymmetric ◽  
Catalytic Asymmetric Reactions

Rhodium-Catalyzed, Phosphorus(III)-Directed Hydroarylation of Internal Alkynes: Facile and Efficient Access to New Phosphine Ligands

Synlett ◽  
2020 ◽  
Author(s):  
Minyan Wang ◽  
Zhuangzhi Shi ◽  
Huanhuan Luo ◽  
Dawei Wang
Keyword(s):  
High Selectivity ◽  
Enantiomeric Excess ◽  
Phosphine Ligands ◽  
Rapid Construction ◽  
Efficient Access ◽  
Internal Alkynes ◽  
Great Progress ◽  
Chiral Phosphine Ligands ◽  
Optimized Conditions ◽  
Made In

AbstractOrganophosphines are an important class of ligands widely used in organic chemistry. Although great progress has recently been made in the rapid construction of new phosphines through Rh- or Ru-catalyzed C–H bond functionalizations, synthetic access to more diverse phosphines remains a challenge. We describe an efficient process for the rhodium-catalyzed phosphorus(III)-directed hydroarylation of internal alkynes to generate various alkenylated and 2′,6′-dialkenylated biarylphosphines with high selectivity. A range of diverse alkynes and phosphines were effectively prepared with broad functional-group compatibility under the optimized conditions. In addition, the developed protocol can be extended to modify chiral phosphine ligands, providing enantioenriched alkenylated phosphines without erosion of the enantiomeric excess.

Sign in / Sign up

Export Citation Format

Share Document