Previous Article in event
Next Article in event
A New Stereocontrolled Approach to a Key Intermediate in the Synthesis of (2S,3R)-capreomycidine
Published: 01 November 2004 by MDPI in The 8th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis
Abstract: 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 diastereommerically (4R,5R)-4-vinyltetrahydro-1H-imidazole-2-thione.