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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 33, Number 11
BKCSDE 33(11)
November 20, 2012 

Total Synthesis of Azasugar 1,4-Dideoxy-1,4-imino-D-galacitol
Partha Sarathi Sadhu*, Amlipur Santhoshi, Vaidya Jayathirtha Rao*
Azasugar, 1,4-Dideoxy-1,4-imino-D-galacitol, E. coli K12 UDP-Gal mutase inhibitor, Pd catalysed amino cyclization
A new highly stereoselective synthesis of pyrrolidine azasugar 1,4-dideoxy-1,4-imino-D-galacitol is being reported herein. The synthesis was achieved in a linear sequence and inexpensive chiral source (+)-diethyl tartarate was used as the starting material. The key step involved during the synthesis was Pd catalysed amino cyclization of alkenylamine, Bose modified Mitsunobu reaction and Sharpless asymmetric dihydroxylation.
3554 - 3558
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