Desymmetrization of cyclic olefins via asymmetric Heck reaction and hydroarylation

2013 ◽  
Vol 49 (100) ◽  
pp. 11758 ◽  
Author(s):  
Sijia Liu ◽  
Jianrong (Steve) Zhou
Keyword(s):  
Heck Reaction ◽  
Cyclic Olefins ◽  
Asymmetric Heck Reaction

scholarly journals Rational design of cyclopropane-based chiral PHOX ligands for intermolecular asymmetric Heck reaction

2014 ◽  
Vol 10 ◽  
pp. 1536-1548 ◽  
Author(s):  
Marina Rubina ◽  
William M Sherrill ◽  
Alexey Yu Barkov ◽  
Michael Rubin
Keyword(s):  
Catalytic System ◽  
Heck Reaction ◽  
Rational Design ◽  
Diphosphine Ligands ◽  
Factors Affecting ◽  
Mechanistic Modelling ◽  
Ligand Structure ◽  
Cyclic Olefins ◽  
Asymmetric Heck Reaction

A novel class of chiral phosphanyl-oxazoline (PHOX) ligands with a conformationally rigid cyclopropyl backbone was synthesized and tested in the intermolecular asymmetric Heck reaction. Mechanistic modelling and crystallographic studies were used to predict the optimal ligand structure and helped to design a very efficient and highly selective catalytic system. Employment of the optimized ligands in the asymmetric arylation of cyclic olefins allowed for achieving high enantioselectivities and significantly suppressing product isomerization. Factors affecting the selectivity and the rate of the isomerization were identified. It was shown that the nature of this isomerization is different from that demonstrated previously using chiral diphosphine ligands.

ChemInform Abstract: Highly Active Catalysts of Bisphosphine Oxides for Asymmetric Heck Reaction.

ChemInform ◽  
2014 ◽  
Vol 45 (6) ◽  
pp. no-no
Author(s):  
Jian Hu ◽  
Yunpeng Lu ◽  
Yongxin Li ◽  
Jianrong Zhou
Keyword(s):  
Heck Reaction ◽  
Highly Active ◽  
Asymmetric Heck Reaction

Asymmetric Heck Reaction: Catalytic Asymmetric Syntheses of Bicyclic Enones, Dienones and the Key Intermediate for Vernolepin

Synthesis ◽  
1993 ◽  
Vol 1993 (09) ◽  
pp. 920-930 ◽  
Author(s):  
Kazuhiro Kondo ◽  
Mikiko Sodeoka ◽  
Miwako Mori ◽  
Masakatsu Shibasaki
Keyword(s):  
Heck Reaction ◽  
Asymmetric Syntheses ◽  
Asymmetric Heck Reaction ◽  
Catalytic Asymmetric

The Synthesis of New HetPHOX Ligands and Their Application to the Intermolecular Asymmetric Heck Reaction

2009 ◽  
Vol 2009 (12) ◽  
pp. 1889-1895 ◽  
Author(s):  
Martin O. Fitzpatrick ◽  
Helge Muller-Bunz ◽  
Patrick J. Guiry
Keyword(s):  
Heck Reaction ◽  
Asymmetric Heck Reaction
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