Construction of Acyclic Vicinal Tertiary and Quaternary Carbon Stereocenters via a Pd-Catalyzed Allylic Alkylation of Stereodefined Polysubstituted Ketene Aminals

2020 ◽  
Vol 2020 (21) ◽  
pp. 3133-3137 ◽  
Author(s):  
Jianqiang Huang ◽  
Ilan Marek
Keyword(s):  
Allylic Alkylation ◽  
Quaternary Carbon ◽  
Ketene Aminals

scholarly journals Asymmetric allylic alkylation of Morita–Baylis–Hillman carbonates with α-fluoro-β-keto esters

2013 ◽  
Vol 9 ◽  
pp. 1853-1857 ◽  
Author(s):  
Lin Yan ◽  
Zhiqiang Han ◽  
Bo Zhu ◽  
Caiyun Yang ◽  
Choon-Hong Tan ◽  
...  
Keyword(s):  
Fluorine Atom ◽  
Allylic Alkylation ◽  
Quaternary Carbon ◽  
Asymmetric Allylic Alkylation ◽  
Keto Esters

In the presence of a commercially available Cinchona alkaloid as catalyst, the asymmetric allylic alkylation of Morita–Baylis–Hillman carbonates, with α-fluoro-β-keto esters as nucleophiles, have been successfully developed. A series of important fluorinated adducts, with chiral quaternary carbon centres containing a fluorine atom, was achieved in good yields (up to 93%), with good to excellent enantioselectivities (up to 96% ee) and moderate diastereoselectivities (up to 4:1 dr).

Synthesis of functionalized 1,2-dihydropyridines bearing quaternary carbon centers via an organocatalytic allylic alkylation

2015 ◽  
Vol 56 (7) ◽  
pp. 937-940 ◽  
Author(s):  
Gong-Feng Zou ◽  
Zhi-Peng Hu ◽  
Shi-Qiang Zhang ◽  
Wei-Wei Liao
Keyword(s):  
Allylic Alkylation ◽  
Quaternary Carbon ◽  
Carbon Centers

Enantioselective Construction of Quaternary Carbon Stereocenter via Palladium-Catalyzed Asymmetric Allylic Alkylation of Lactones

Synthesis ◽  
2016 ◽  
Vol 48 (10) ◽  
pp. 1568-1572 ◽  
Author(s):  
Ping Fang ◽  
Xue-Long Hou ◽  
Xiao-Hui Li ◽  
Shi-Li Wan ◽  
Di Chen ◽  
...  
Keyword(s):  
Allylic Alkylation ◽  
Quaternary Carbon ◽  
Asymmetric Allylic Alkylation ◽  
Palladium Catalyzed

Palladium(0)-catalyzed rearrangement of allyl enol ethers to form chiral quaternary carbon centers via asymmetric allylic alkylation

2018 ◽  
Vol 59 (37) ◽  
pp. 3401-3404 ◽  
Author(s):  
Nazim Uddin ◽  
Mizzanoor Rahaman ◽  
Eduardo Alberch ◽  
Sharif A. Asad ◽  
M. Mahmun Hossain
Keyword(s):  
Allylic Alkylation ◽  
Quaternary Carbon ◽  
Asymmetric Allylic Alkylation ◽  
Enol Ethers ◽  
Carbon Centers

Palladium catalyzed asymmetric allylic alkylation of isoquinolinedione derivatives in the preparation of quaternary carbon stereocenters

2020 ◽  
Vol 18 (24) ◽  
pp. 4551-4555 ◽  
Author(s):  
Ying-Xian Li ◽  
Cheng Cheng ◽  
Lei Tang ◽  
Yuan-Yong Yang
Keyword(s):  
Palladium Catalysis ◽  
Allylic Alkylation ◽  
Quaternary Carbon ◽  
Asymmetric Allylic Alkylation ◽  
Palladium Catalyzed

A highly enantioselective allylic alkylation of isoquinolinedione derivatives under palladium catalysis was developed in the preparation of quaternary carbon stereocenters.

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