Record Details

Stereoselective Synthesis of Trifluoromethyl Analogues of Polyhydroxypyrrolidines

DSpace at IIT Bombay

View Archive Info
 
 
Field Value
 
Title Stereoselective Synthesis of Trifluoromethyl Analogues of Polyhydroxypyrrolidines
 
Creator KHANGAROT, RK
KALIAPPAN, KP
 
Subject Synthetic methods
Nitrogen heterocycles
Fluorine
Nucleophilic addition
Diastereoselectivity
FLUORINATED AMINO-ACIDS
COPE-HOUSE CYCLIZATION
NITRONES EN-ROUTE
CYCLIC NITRONES
NUCLEOPHILIC TRIFLUOROMETHYLATION
THERAPEUTIC APPLICATIONS
RADICAMINE-B
POLYHYDROXYLATED PYRROLIDINES
ANGYLOCALYX-BOUTIQUEANUS
GLYCOSIDASE INHIBITORS
 
Description Incorporation of fluorine atoms into organic molecules significantly enhances many of their properties, such as solubility, metabolic stability, and bioavailability. Among organofluorine molecules, trifluoromethylated compounds play a unique and important role in agricultural and medicinal chemistry. An efficient strategy for the synthesis of a variety of trifluoromethylated polyhydroxypyrrolidines is described. This strategy involves a diastereoselective nucleophilic addition reaciton of trimethyl(trifluoromethyl)silane to sugar-derived cyclic nitrones followed by reductive NO bond cleavage and removal of benzyl groups.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2014-10-16T06:35:39Z
2014-10-16T06:35:39Z
2013
 
Type Article
 
Identifier EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (13)2692-2698
http://dx.doi.org/10.1002/ejoc.201201599
http://dspace.library.iitb.ac.in/jspui/handle/100/15448
 
Language en