Enantioselective synthesis of Equol with Ir-BARF and labelling with deuterium

Casadio, David Sebastian (2014) Enantioselective synthesis of Equol with Ir-BARF and labelling with deuterium. [Laurea magistrale], Università di Bologna, Corso di Studio in Chimica industriale [LM-DM270]
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In this project we researched and optimized an new synthetic route for R-Equol, a molecule that is attracting increasing interest for the medicine because of its phytoestrogenic properties and the chemoprevention of breast cancer. To reach this objective we start, from smaller building blocks, with the synthesis of Daidzein followed by a chemoselective borane reduction to obtain an olefin that will be hydrogenated enantioselectively with a commercial Ir-BARF catalyst. The increasing success of these catalysts even with this genre of substrates has already given good results with different catalysts in both e.e. and yield. For further researches we deuterate the Equol in the aliphatic O-ring and attempt a secondary synthetic route with an hydrogenation using QN-modified Pd.

Tipologia del documento
Tesi di laurea (Laurea magistrale)
Autore della tesi
Casadio, David Sebastian
Relatore della tesi
Corso di studio
Parole chiave
Ir-BARF Equol synthesis daidzein D4-Equol QN-modified Pd
Data di discussione della Tesi
17 Ottobre 2014

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