1.
Chem Commun (Camb)
; 53(28): 3971-3973, 2017 Apr 04.
Article
in English
| MEDLINE
| ID: mdl-28327767
ABSTRACT
Triflates of myo-inositol undergo facile solvolysis in DMSO and DMF yielding SN2 products substituted with O-nucleophiles; DMF showed slower kinetics. Axial O-triflate undergoes faster substitution than equatorial O-triflate. By exploiting this difference in kinetics, solvent-tuning and sequence-controlled nucleophilysis, rapid synthesis of three azido-inositols of myo-configuration from myo-inositol itself has been achieved.