5(S)-((3a R ,4 R ,6a R)-2,2-Dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-2-phenyl-4,5-dihydrooxazole.
| Title: | 5(S)-((3a R ,4 R ,6a R)-2,2-Dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-2-phenyl-4,5-dihydrooxazole. |
|---|---|
| Authors: | Boiaryna, Liliana1 (AUTHOR) liliana.boiaryna@gmail.com, Guillarme, Stéphane1 (AUTHOR), Saluzzo, Christine1 (AUTHOR) christine.saluzzo@univ-lemans.fr |
| Source: | Molbank. Sep2024, Vol. 2024 Issue 3, pM1843. 3p. |
| Subject Terms: | *RING-opening reactions, *REGIOSELECTIVITY (Chemistry), *OXAZOLINE, *BENZONITRILE, *CARBOHYDRATES |
| Abstract: | 5(S)-((3aR,4R,6aR)-2,2-Dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-2-phenyl-4,5-dihydrooxazole was synthesized from isosorbide in a three-step sequence, with an overall yield of 46%. The first reaction step involves a single regioselective ring-opening reaction of isosorbide with Me3SiI in the presence of acetone followed by an intramolecular nucleophilic substitution to transform the iodoalcohol into its corresponding epoxide. The last reaction allows the formation of the oxazoline ring directly from the epoxide with benzonitrile in the presence of BF3·Et2O. [ABSTRACT FROM AUTHOR] |
| Copyright of Molbank is the property of MDPI and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.) | |
| Database: | Academic Search Complete |
| Full text is not displayed to guests. | Login for full access. |
Be the first to leave a comment!