M. González-Castro, Darren L. Poole, J. Estévez
Mar 28, 2015
Citations
0
Influential Citations
6
Citations
Journal
Tetrahedron-asymmetry
Abstract
Abstract A stereoselective synthesis of (3 R ,4 S ,5 R ,7 R )-7-(hydroxymethyl)azepane-3,4,5-triol hydrochloride from (−)-shikimic acid is described. The method involves the transformation of (−)-shikimic acid into (4 S ,5 R )-2,2-dimethyl-5-(( R )-1′,4′-di( tert -butyldimethylsilyl)oxy-3′-oxobutyl)-1,3-dioxolane-4-carbaldehyde 9b , followed by a double reductive amination of this dicarbonyl compound to the final product.