Synthetic methods and reactions. 144. Regiospecific and chemoselective ring opening of epoxides with trimethylsilyl cyanide-potassium cyanide/18-crown-6 complex

1990 ◽  
Vol 55 (7) ◽  
pp. 2016-2018 ◽  
Author(s):  
Mark B. Sassaman ◽  
G. K. Surya Prakash ◽  
George A. Olah
2006 ◽  
Vol 84 (11) ◽  
pp. 1575-1579 ◽  
Author(s):  
Hossein Naeimi ◽  
Mohsen Moradian

A facile preparation of 3-hydroxy propanenitrile derivatives is described involving ring opening of epoxides with potassium cyanide in glycol solvents in the presence of Schiff base complexes as catalysts. This method occurs under neutral and mild conditions with high yields and high regioselectivity. Thus, several β-Hydroxy nitriles, useful intermediates toward biologically-active molecules, are easily obtained at room temperature.Key words: β-hydroxy nitrile, Schiff base, epoxide, glycol, catalyst.


2016 ◽  
Vol 9 (1) ◽  
pp. 76-84 ◽  
Author(s):  
Mohamed Mahmoud Nasef ◽  
Masoumeh Zakeri ◽  
Jahanbakhsh Asadi ◽  
Ebrahim Abouzari-Lotf ◽  
Arshad Ahmad ◽  
...  

1983 ◽  
Vol 14 (24) ◽  
Author(s):  
G. O. SPESSARD ◽  
A. R. RITTER ◽  
D. M. JOHNSON ◽  
A. M. MONTGOMERY

Synfacts ◽  
2010 ◽  
Vol 2010 (10) ◽  
pp. 1208-1208
Author(s):  
H. Garcia ◽  
A. Dhakshinamoorthy ◽  
M. Alvaro

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