Deracemization of Quaternary Stereocenters by Pd-Catalyzed Enantioconvergent Decarboxylative Allylation of Racemic β-Ketoesters

2005 ◽  
Vol 44 (42) ◽  
pp. 6924-6927 ◽  
Author(s):  
Justin T. Mohr ◽  
Douglas C. Behenna ◽  
Andrew M. Harned ◽  
Brian M. Stoltz
Keyword(s):  
Quaternary Stereocenters ◽  
Decarboxylative Allylation

Deracemization of Quaternary Stereocenters by Pd-Catalyzed Enantioconvergent Decarboxylative Allylation of Racemic β-Ketoesters

2005 ◽  
Vol 117 (42) ◽  
pp. 7084-7087 ◽  
Author(s):  
Justin T. Mohr ◽  
Douglas C. Behenna ◽  
Andrew M. Harned ◽  
Brian M. Stoltz
Keyword(s):  
Quaternary Stereocenters ◽  
Decarboxylative Allylation

Diastereoselective Pd-catalyzed decarboxylative allylation to construct quaternary stereocenters using sulfinimine as the directing group

Synlett ◽  
2021 ◽  
Author(s):  
Sheng Cao ◽  
Chen Li ◽  
Xuan Wang ◽  
Yilei Huang ◽  
Guang Yang ◽  
...  
Keyword(s):  
Allylic Alkylation ◽  
Efficient Route ◽  
Directing Group ◽  
Chiral Centers ◽  
Quaternary Stereocenters ◽  
Decarboxylative Allylation ◽  
High Yields

A robust Pd(0)-catalyzed decarboxylation of allylic alkylation has been developed to construct quaternary stereocenters through the use of chiral tert-butanesulfinamide as the directing group. This strategy provides a simple and efficient route to the construction of quaternary chiral centers at the α-position of chiral sulfinamides, with high diastereoselectivities and high yields.

Diastereoselective Rh-catalyzed decarboxylative allylation to form quaternary stereocenters using sulfinimine as the directing group

2019 ◽  
Vol 6 (6) ◽  
pp. 732-735 ◽  
Author(s):  
Shuanglin Qin ◽  
Tongtong Liu ◽  
Yunhao Luo ◽  
Shende Jiang ◽  
Guang Yang
Keyword(s):  
Directing Group ◽  
Quaternary Stereocenters ◽  
Decarboxylative Allylation ◽  
First Time

In this paper, we reported for the first time that the diastereoselective Rh-catalyzed decarboxylative allylation of chiral sulfinimines could be used to form quaternary stereocenters.

Deracemization of Quaternary Stereocenters by Pd-Catalyzed Enantioconvergent Decarboxylative Allylation of Racemic β-Ketoesters.

ChemInform ◽  
2006 ◽  
Vol 37 (8) ◽  
Author(s):  
Justin T. Mohr ◽  
Douglas C. Behenna ◽  
Andrew M. Harned ◽  
Brian M. Stoltz
Keyword(s):  
Quaternary Stereocenters ◽  
Decarboxylative Allylation

scholarly journals Highly Enantioselective Iridium(I)‐Catalyzed Hydrocarbonation of Alkenes: A Versatile Approach to Heterocyclic Systems Bearing Quaternary Stereocenters

2021 ◽  
Author(s):  
Andrés Arribas ◽  
Martín Calvelo ◽  
David F. Fernández ◽  
Catarina A. B. Rodrigues ◽  
José L. Mascareñas ◽  
...  
Keyword(s):  
Quaternary Stereocenters

Reactivity of α-trifluoromethanesulfonyl esters, amides and ketones: Decarboxylative allylation, methylation, and enol formation

2013 ◽  
Vol 153 ◽  
pp. 151-161 ◽  
Author(s):  
Han Il Kong ◽  
Monica A. Gill ◽  
Amy H. Hrdina ◽  
Jennifer E. Crichton ◽  
Jeffrey M. Manthorpe
Keyword(s):  
Decarboxylative Allylation ◽  
Enol Formation

Synthesis of fluorinated donepezil by palladium-catalyzed decarboxylative allylation of α-fluoro-β-keto ester with tri-substituted heterocyclic alkene and the self-disproportionation of its enantiomers

RSC Advances ◽  
2016 ◽  
Vol 6 (88) ◽  
pp. 85058-85062 ◽  
Author(s):  
Mayaka Maeno ◽  
Hiroya Kondo ◽  
Etsuko Tokunaga ◽  
Norio Shibata
Keyword(s):  
Alzheimer’S Disease ◽  
Alzheimer's Disease ◽  
Asymmetric Synthesis ◽  
Therapeutic Agent ◽  
The Self ◽  
Keto Ester ◽  
Catalytic Asymmetric Synthesis ◽  
Palladium Catalyzed ◽  
Catalytic Asymmetric ◽  
Decarboxylative Allylation

Catalytic asymmetric synthesis of fluorinated donepezil, a promising new therapeutic agent for Alzheimer's disease, was achieved.

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