
TY  - JOUR
A1  - Fuller, TS 
A1  - Stick, RV 
T1  - Further stereoselective reductions of 3-O-hexofuranosyl S-methyl dithiocarbonates with tributyltin deuteride. A comment on mechanism
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1980
VL  - 33
IS  - 11
SP  - 2509
EP  - 2515
KW  - 
UR  - https://doi.org/10.1071/CH9802509 
N2  - 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. 
ER  -

