Relay Rh(ii)/Pd(0) dual catalysis: synthesis of α-quaternary β-keto-esters via a [1,2]-sigmatropic rearrangement/allylic alkylation cascade of α-diazo tertiary alcohols

2020 ◽  
Vol 56 (5) ◽  
pp. 782-785 ◽  
Author(s):  
Xian-Xu Wang ◽  
Xiao-Yan Huang ◽  
Sen-Hao Lei ◽  
Fang Yang ◽  
Jin-Ming Gao ◽  
...  
Keyword(s):  
Palladium Catalysts ◽  
Sigmatropic Rearrangement ◽  
Allylic Alkylation ◽  
Tertiary Alcohols ◽  
Keto Esters ◽  
Dual Catalysis

Rhodium and palladium catalysts cooperated efficiently to promote domino [1,2]-sigmatropic rearrangement/allylic alkylation of α-diazo tertiary alcohols to access α-quaternary β-keto-esters.

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).

Stereoselective and Site-Specific Allylic Alkylation of Amino Acids and Small Peptides via a Pd/Cu Dual Catalysis

2017 ◽  
Vol 139 (29) ◽  
pp. 9819-9822 ◽  
Author(s):  
Xiaohong Huo ◽  
Rui He ◽  
Jingke Fu ◽  
Jiacheng Zhang ◽  
Guoqiang Yang ◽  
...  
Keyword(s):  
Amino Acids ◽  
Allylic Alkylation ◽  
Small Peptides ◽  
Site Specific ◽  
Dual Catalysis

Synthesis, Reaction, and Recycle of Fluorous Palladium Catalysts for an Asymmetric Allylic Alkylation without Using Fluorous Solvents

2005 ◽  
Vol 70 (20) ◽  
pp. 7979-7984 ◽  
Author(s):  
Takashi Mino ◽  
Yutaka Sato ◽  
Akio Saito ◽  
Youichi Tanaka ◽  
Hiroaki Saotome ◽  
...  
Keyword(s):  
Palladium Catalysts ◽  
Allylic Alkylation ◽  
Synthesis Reaction ◽  
Asymmetric Allylic Alkylation

Stereoselective Allylic Alkylation of 1-Pyrroline-5-carboxylic Esters via a Pd/Cu Dual Catalysis

2018 ◽  
Vol 20 (20) ◽  
pp. 6564-6568 ◽  
Author(s):  
Penglin Liu ◽  
Xiaohong Huo ◽  
Bowen Li ◽  
Rui He ◽  
Jiacheng Zhang ◽  
...  
Keyword(s):  
Allylic Alkylation ◽  
Dual Catalysis ◽  
Carboxylic Esters
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