Ravi, Arthi ; Hassan, Syed Zahid ; Vanikrishna, Ajithkumar N. ; Sureshan, Kana M. (2017) Regioselective SN2 reactions for rapid syntheses of azido-inositols by one-pot sequence-specific nucleophilysis Chemical Communications, 53 (28). pp. 3971-3973. ISSN 1359-7345
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Official URL: http://doi.org/10.1039/C7CC01219E
Related URL: http://dx.doi.org/10.1039/C7CC01219E
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.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Royal Society of Chemistry. |
| ID Code: | 119909 |
| Deposited On: | 18 Jun 2021 07:36 |
| Last Modified: | 18 Jun 2021 07:36 |
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