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Highly selective hydroformylation of the cinchona alkaloids
Marielle Lambers1, Felix H Beijer, José M Padron
1DSM Fine Chemicals-Advanced Synthesis & Catalysis, P.O. box 18, 6160 MD Geleen, The Netherlands.
The Journal of Organic Chemistry
|July 6, 2002
Abstract:
The four naturally occurring cinchona alkaloids were subjected to hydroformylation to create an extra functional group that allows immobilization. Cinchonidine, quinine, and quinidine, could be hydroformylated with virtually complete terminal selectivity, using a rhodium/tetraphosphite catalyst. The cinchonidine aldehyde was reduced to the alcohol and subjected to reductive amination with benzylamine.