182210-94-2Relevant academic research and scientific papers
Enzymatic kinetic resolution of 5-hydroxy-4-oxa-endo-tricyclo[5.2.1.02,6]dec-8-en-3-ones: A useful approach to D-ring synthons for strigol analogues with remarkable stereoselectivity
Thuring, Jan Willem J. F.,Nefkens, Gerard H. L.,Wegman, Margreth A.,Klunder, Antonius J. H.,Zwanenburg, Binne
, p. 6931 - 6935 (1996)
Racemic 5-hydroxy-4-oxa-endo-tricyclo[5.2.1.02,6]dec-8-en-3-one and its 2-methyl analogue were resolved employing a lipase-catalyzed acetylation reaction. The latter compound thus gave access to a homochiral D-ring synthon for strigolactones. The enzymatic acetylation reaction occurred with a remarkable inversion of configuration at C-5, through which it is possible to achieve a highly efficient asymmetric synthesis of 5-acetoxy-2(5H)-furanone.
