One‐Pot High‐Yielding Synthesis of the DPP4‐Selective Inhibitor ABT‐341 by a Four‐Component Coupling Mediated by a Diphenylprolinol Silyl Ether

2011 ◽  
Vol 50 (12) ◽  
pp. 2824-2827 ◽  
Author(s):  
Hayato Ishikawa ◽  
Masakazu Honma ◽  
Yujiro Hayashi
Keyword(s):  
Selective Inhibitor ◽  
Silyl Ether ◽  
One Pot

ChemInform Abstract: One-Pot Synthesis of Chiral Bicyclo[3.3.0]octatrienes (III) Using Diphenylprolinol Silyl Ether-Mediated Ene-Type Reaction.

ChemInform ◽  
2010 ◽  
Vol 41 (45) ◽  
pp. no-no
Author(s):  
Hiroaki Gotoh ◽  
Hiroshi Ogino ◽  
Hayato Ishikawa ◽  
Yujiro Hayashi
Keyword(s):  
Silyl Ether ◽  
One Pot ◽  
Type Reaction ◽  
One Pot Synthesis

scholarly journals Fluoride Migration Catalysis Enables Simple, Stereoselective, and Iterative Glycosylation

2019 ◽  
Author(s):  
Girish Sati ◽  
Joshua Martin ◽  
Yishu Xu ◽  
Tanmay Malakar ◽  
Paul M. Zimmerman ◽  
...  
Keyword(s):  
Room Temperature ◽  
Building Blocks ◽  
Silyl Ether ◽  
One Pot ◽  
Glycoside Synthesis ◽  
Glycosidic Bonds ◽  
Stable Forms

Challenges in the assembly of glycosidic bonds pose a bottleneck in enabling the remarkable promise of advances in the glycosciences. We report a strategy that applies unique features of electrophilic boron catalysts in addressing current limitations of methods in glycoside synthesis. The strategy utilizes glycosyl fluoride donors and silyl ether acceptors while tolerating the Lewis basic environment found in carbohydrates. The method allows a simple setup at room temperature while utilizing catalyst loadings as low as 0.5 mol %, and air- and moisture stable forms of the catalyst are found to be effective. These characteristics enable a wide array of glycosylation patterns to be accessed, including all four C1-C2 stereorelationships, and the method allows one-pot, iterative glycosylations to generate oligosaccharides directly from monosaccharide building blocks.<br>

A facile chemoselective deprotection of aryl silyl ethers using sodium hydride/DMF and in situ protection of phenol with various groups

RSC Advances ◽  
2014 ◽  
Vol 4 (32) ◽  
pp. 16438-16443 ◽  
Author(s):  
Rodney A. Fernandes ◽  
Sachin P. Gholap ◽  
Sandip V. Mulay
Keyword(s):  
Sodium Hydride ◽  
Silyl Ether ◽  
One Pot ◽  
Silyl Ethers

A facile method for chemoselective aryl silyl ether deprotection with NaH/DMF is developed and a one-pot desilylation/reprotection as different aryl silyl ethers/esters has also been realized.

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