Catalytic Regioselective Benzoylation of 1,2-trans-Diols in Carbohydrates with Benzoyl Cyanide: The Axial Oxy Group Effect and the Action of Achiral and Chiral Amine Catalysts

ACS Catalysis ◽  
2020 ◽  
Vol 10 (19) ◽  
pp. 11406-11416 ◽  
Author(s):  
Tianlu Li ◽  
Tong Li ◽  
Michael Linseis ◽  
Fengshan Wang ◽  
Rainer F. Winter ◽  
...  
ChemInform ◽  
2012 ◽  
Vol 43 (29) ◽  
pp. no-no
Author(s):  
Samson Afewerki ◽  
Ismail Ibrahem ◽  
Jonas Rydfjord ◽  
Palle Breistein ◽  
Armando Cordova

2008 ◽  
Vol 14 (4) ◽  
pp. 1273-1281 ◽  
Author(s):  
Sanzhong Luo ◽  
Jiuyuan Li ◽  
Long Zhang ◽  
Hui Xu ◽  
Jin-Pei Cheng

2012 ◽  
Vol 18 (10) ◽  
pp. 2972-2977 ◽  
Author(s):  
Samson Afewerki ◽  
Ismail Ibrahem ◽  
Jonas Rydfjord ◽  
Palle Breistein ◽  
Armando Córdova

Author(s):  
Tianlu Li ◽  
Tong Li ◽  
Yajing Sun ◽  
Yue Yang ◽  
Panpan Lv ◽  
...  

Regioselective protection of trans-trans triol and tetrol moieties in carbohydrates was achieved with BzCN as the benzoylating agent and amine catalysts. The protocols are useful for the chemical synthesis of oligosaccharides and saponins.


2020 ◽  
Author(s):  
Rémi Blieck ◽  
Sebastien Lemouzy ◽  
Marc Taillefer ◽  
Florian Monnier

A dual copper/enamine catalytic system is found to enable an intermolecular enantioselective α-addition of various carbonyl nucleophiles to allenamides. Secondary amine catalysts allowed the highly enantioselective addition of aldehydes, while using primary amine catalysts led to the enantioselective addition of ketoester nucleophiles. The process was found to be highly regio-, stereo- and enantio-selective and represented the first allene hydrofunctionalization using an synergistic catalysis involving copper


2021 ◽  
Vol 407 ◽  
pp. 127065
Author(s):  
Robert D. Franklin ◽  
Joshua A. Whitley ◽  
Adam A. Caparco ◽  
Bettina R. Bommarius ◽  
Julie A. Champion ◽  
...  

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