10059-67-3Relevant academic research and scientific papers
Study of the kinetic resolution of (±)-10-exo-hydroxy-pentacyclo[6.2.1.13,6.02,7.0 5,9]dodeca-4-one by lipase catalysis and the intramolecular racemization of the pure enantiomer by thermal dyotropic reaction
Martins, Jose E. D.,Alifantes, Joao,Pohlmann, Adriana R.,Costa, Valentim E. U.
, p. 683 - 688 (2003)
In this work, the modified synthesis of (±)-10-exo-hydroxy-pentacyclo[6.2.1.13,6.02,7.0 5,9]dodeca-4-one (±)-10 as well as its resolution by lipase-catalyzed transesterification with vinyl acetate is described. A thermal racemization process of (+)-10 to (±)-10 was observed. A mechanism involving racemization of (+)-10 through dyotropic intramolecular hydrogen migration is proposed and supported by computational analysis.
