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.
               
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