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Hydroformylation of biomass-based hydroxyolefins in eco-friendly solvents: New fragrances from myrtenol and nopol

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Abstract The hydroformylation of the naturally occurring hydroxyolefins (1R)-(–)-myrtenol (1) and (1R)-(–)-nopol (2) was performed employing a rhodium(I)/bulky phosphite catalytic system. Both substrates demonstrated to be quite reluctant to hydroformylation… Click to show full abstract

Abstract The hydroformylation of the naturally occurring hydroxyolefins (1R)-(–)-myrtenol (1) and (1R)-(–)-nopol (2) was performed employing a rhodium(I)/bulky phosphite catalytic system. Both substrates demonstrated to be quite reluctant to hydroformylation and revealed a strong tendency to form isomeric saturated aldehydes under hydroformylation conditions. In spite of these challenges, catalytic systems and conditions were found to allow the synthesis of corresponding hydroxyaldehydes. The products, either isolated or as a mixture, presented a pleasant smell and are potentially useful as fragrances. In addition, it was possible to perform the reactions in eco-friendly solvents.

Keywords: hydroformylation; biomass based; eco friendly; friendly solvents; myrtenol nopol; hydroformylation biomass

Journal Title: Molecular Catalysis
Year Published: 2019

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