
%0 Journal Article
%A Fuller, TS 
%A Stick, RV 
%T Further stereoselective reductions of 3-O-hexofuranosyl S-methyl dithiocarbonates with tributyltin deuteride. A comment on mechanism
%J Australian Journal of Chemistry
%D 1980/11/01
%V 33
%N 11
%P 2509-2515
%K 
%R https://doi.org/10.1071/CH9802509
%U https://www.publish.csiro.au/paper/CH9802509 
%X The reduction of 1,2:5,6-di-O-isopropylidene-3-O- (methylthio)thiocarbonyl-&#946;-D-altrose, -mannose and -(3-2H)mannose with tributyltin deuteride and hydride leads to highly stereoselective syntheses of 3-deoxy-1,2:5,6-di-O-isopropylidene-&#946;-D-(3-2H)altrose and -(3-2H)mannose. In addition, the reduction of a pair of diastereomeric dithiocarbonates with virtually no stereochemical constraints leads to the same diastereomeric mixture of reduced products, indicating a common radical intermediate for the reduction. 
