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New Sustainable Synthetic Routes to Cyclic Oxyterpenes Using the Ecocatalyst Toolbox
| Content Provider | MDPI |
|---|---|
| Author | Bihanic, Camille Lasbleiz, Arthur Regnier, Morgan Petit, Eddy Blainvaux, Pierre Le Grison, Claude |
| Copyright Year | 2021 |
| Description | Cyclic oxyterpenes are natural products that are mostly used as fragrances, flavours and drugs by the cosmetic, food and pharmaceutical industries. However, only a few cyclic oxyterpenes are accessible via chemical syntheses, which are far from being ecofriendly. We report here the synthesis of six cyclic oxyterpenes derived from ß-pinene while respecting the principles of green and sustainable chemistry. Only natural or biosourced catalysts were used in mild conditions that were optimised for each synthesis. A new generation of ecocatalysts, derived from Mn-rich water lettuce, was prepared via green processes, characterised by MP-AES, XRPD and TEM analyses, and tested in catalysis. The epoxidation of ß-pinene led to the platform molecule, ß-pinene oxide, with a good yield, illustrating the efficacy of the new generation of ecocatalysts. The opening ß-pinene oxide was investigated in green conditions and led to new and regioselective syntheses of myrtenol, 7-hydroxy-α-terpineol and perillyl alcohol. Successive oxidations of perillyl alcohol could be performed using no hazardous oxidant and were controlled using the new generation of ecocatalysts generating perillaldehyde and cuminaldehyde. |
| Starting Page | 7194 |
| e-ISSN | 14203049 |
| DOI | 10.3390/molecules26237194 |
| Journal | Molecules |
| Issue Number | 23 |
| Volume Number | 26 |
| Language | English |
| Publisher | MDPI |
| Publisher Date | 2021-11-27 |
| Access Restriction | Open |
| Subject Keyword | Molecules Ecocatalysis Green Chemistry Oxyterpenes ß-pinene Water Lettuce |
| Content Type | Text |
| Resource Type | Article |
