| Popis: |
Under mild conditions, 1,4:3,6-dianhydro- D -glucitol is converted by boron trichloride mainly into 1,6-dichloro-1,6-dideoxy- D -glucitol, isolated as the 2,4- O -benzylidene and 2,4:3,5-di- O -benzylidene derivatives. 2,4- O -Benzylidene-1,6-dichloro-1,6-dideoxy- D -glucitol is converted by sodium methoxide into 2,4- O -benzylidene-1-chloro-1-deoxy-6- O -methyl- D -glucitol, and by lithium aluminium hydride into 2,4- O -benzylidene-1,6-dideoxy- D -glucitol. The ready cleavage of tetrahydrofuran rings by boron trichloride endows them with potential value as novel blocking groups in carbohydrate chemistry. |
