organocatalytic enantioselective epoxidation of some aryl-substituted vinylidenebisphosphonate esters: on the way to chiral anti-osteoporosis drugs
Clicks: 149
ID: 255747
2017
The synthesis of a new class of epoxide derivatives from prochiral vinylidene bisphosphonate (VBP) precursors is reported using hydrogen peroxide as the terminal oxidant. The reaction is carried out using a series of possible organic activators having a basic character, with the best results being observed using quinine and sparteine. These activators not only provide from good to excellent epoxide yields with a large variety of VBPs, but also interesting enantioselectivities in the 67%–96% ee range, at least in the case of the Ph and m-MeO–Ph VBP derivatives, opening the way to a number of chiral anti-osteoporosis potentially active pharmaceutical ingredients.
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chiminazzo2017catalystsorganocatalytic
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| Authors | ;Andrea Chiminazzo;Laura Sperni;Alessandro Scarso;Giorgio Strukul |
| Journal | journal of essential oil research |
| Year | 2017 |
| DOI | 10.3390/catal7030090 |
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