A New Stereocontrolled Approach to a Key Intermediate in the Synthesis of (2S,3R)-Capreomycidine

Martinková, M., Gonda, J. and Džoganová, M. A New Stereocontrolled Approach to a Key Intermediate in the Synthesis of (2S,3R)-Capreomycidine Chemical Papers, Vol.58, No. 4, 2004, 292-293

Document type: Článok z časopisu / Journal Article
Collection: Chemical papers  
 
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Author(s) Martinková, M.
Gonda, J.
Džoganová, M.
Title A New Stereocontrolled Approach to a Key Intermediate in the Synthesis of (2S,3R)-Capreomycidine
Journal name Chemical Papers
Publication date 2004
Year available 2004
Volume number 58
Issue number 4
ISSN 0366-6352
Start page 292
End page 293
Place of publication Poland
Publisher Versita
Collection year 2004
Language english
Abstract/Summary A new synthetic approach to the key intermediate in the stereoselective synthesis of (2S,3R)- capreomycidine was developed. The synthesis is based on novel domino reaction combining (3,3)-sigmatropic rearrangement of chiral allylic thiocyanate derived from D-methionine and intramolecular amino addition to arising isothiocyanate to produce diastereomerically (4R,5R)-4- vinyltetrahydro-1H-imidazole-2-thione derivative.
 
 
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