Chiral Primary Amine/Palladium Dual Catalysis for Asymmetric Allylic Alkylation of β-Ketocarbonyl Compounds with Allylic Alcohols

2015 ◽  
Vol 127 (43) ◽  
pp. 12836-12839 ◽  
Author(s):  
Han Zhou ◽  
Long Zhang ◽  
Changming Xu ◽  
Sanzhong Luo
Keyword(s):  
Primary Amine ◽  
Allylic Alcohols ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Dual Catalysis

scholarly journals Iridium-Catalyzed Asymmetric α-Allylic Alkylation of Amides using Vinyl Azide as Amide Enolate Surrogate

2020 ◽  
Author(s):  
Aditya Chakrabarty ◽  
Santanu Mukherjee
Keyword(s):  
Electronic Properties ◽  
Reaction Pathways ◽  
Allylic Alcohols ◽  
Allylic Alkylation ◽  
Atom Economy ◽  
Asymmetric Allylic Alkylation ◽  
Vinyl Azides ◽  
Alkylation Reactions ◽  
First Time

Among the unstabilized enolates used as nucleophile in iridium-catalyzed asymmetric allylic alkylation reactions, amide enolates are least explored. Vinyl azides are now employed as amide enolate surrogate for the first time in Ir-catalyzed asymmetric allylic alkylation with branched allylic alcohols as the allylic electrophile. Competing reaction pathways are suppressed through systematic tuning of steric and electronic properties of vinyl azide to effect α-allylic alkylation of secondary acetamides with high atom-economy, exclusive branched selectivity and moderate to excellent enantioselectivity.<br>

π-Coordinating Chiral Primary Amine/Palladium Synergistic Catalysis for Asymmetric Allylic Alkylation

2020 ◽  
Vol 142 (6) ◽  
pp. 3184-3195 ◽  
Author(s):  
Yaning Wang ◽  
Junli Chai ◽  
Chang You ◽  
Jie Zhang ◽  
Xueling Mi ◽  
...  
Keyword(s):  
Primary Amine ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Synergistic Catalysis

Asymmetric Allylic Alkylation of β-Ketoesters with Allylic Alcohols by a Nickel/Diphosphine Catalyst

2015 ◽  
Vol 55 (3) ◽  
pp. 1098-1101 ◽  
Author(s):  
Yusuke Kita ◽  
Rahul D. Kavthe ◽  
Hiroaki Oda ◽  
Kazushi Mashima
Keyword(s):  
Allylic Alcohols ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation
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