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The pyranose rings of the 2,3-bis-O-tert-butyldiphenylsilyl-α- and β-d-glucopyranoses, and of the 2,3-bis-O-tert-butyldimethylsilyl-β-d-glucopyranose were in the 1 C 4 form. These findings indicate that the introduction of bulky silyl protecting groups at the 2- and 3-positions can flip a pyranose ring into the axial-rich chair form. Previous such ring inversions have been carried...
The ring conformations of 3,4-bis-O-tert-butyldimethylsilyl- and 3,4-bis-O-tert-butyldiphenylsilyl-d-glucopyranoses as well as the corresponding phenyl 1-thio-d-glucopyranosides were investigated. Observations showed that the introduction of the two tert-butyldiphenylsilyl groups can flip the pyranose-ring into the 1C4 conformation possessing more axial substituents. All the substituents of the 3,4-bis-O-tert-butyldiphenylsilyl-β-d-glucopyranose...
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