The Esterification Reaction between Silyl Derivatives of Carboxylic Acids and Alcohols by the Promotion of a Catalytic Amount of Lewis Acid

1992 ◽  
Vol 21 (12) ◽  
pp. 2319-2320 ◽  
Author(s):  
Isamu Shiina ◽  
Teruaki Mukaiyama
Keyword(s):  
Carboxylic Acids ◽  
Lewis Acid ◽  
Catalytic Amount ◽  
Esterification Reaction ◽  
Silyl Derivatives ◽  
Derivatives Of

A New and Efficient Esterification Reaction via Mixed Anhydrides by the Promotion of a Catalytic Amount of Lewis Acid

1993 ◽  
Vol 66 (5) ◽  
pp. 1516-1527 ◽  
Author(s):  
Mitsutomo Miyashita ◽  
Isamu Shiina ◽  
So Miyoshi ◽  
Teruaki Mukaiyama
Keyword(s):  
Lewis Acid ◽  
Catalytic Amount ◽  
Esterification Reaction ◽  
Mixed Anhydrides

Reversing Reactivity: Stereoselective Desulfurative β-O-Glycosylation of Anomeric Thiosugars with Carboxylic Acids Under Copper or Cobalt Catalysis

2019 ◽  
Author(s):  
Samir Messaoudi ◽  
Nedjwa Bennai ◽  
Amelie Chabrier ◽  
Maha Fatthalla ◽  
Expédite Yen-Pon ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Late Stage ◽  
Catalytic Amount ◽  
Broad Scope ◽  
Wide Range ◽  
Glycosylation Reaction

We have discovered a new mode of reactivity of 1-thiosugars in the presence of Cu(II) or Co(II) for a stereoselective <i>O</i>-glycosylation reaction. The process involves the use of a catalytic amount of Cu(acac)2 or Co(acac)2 and Ag2CO3 as an oxidant in α,α,α-trifluorotoluene (TFT). Moreover, this protocol turned out to have a broad scope, allowing to prepare a wide range of com-plex substituted <i>O</i>-glycoside esters in good to excellent yields with an exclusive β-selectivity. The late-stage modification of phar-maceuticals by this method was also demonstrated.

Sign in / Sign up

Export Citation Format

Share Document