772339-69-2Relevant academic research and scientific papers
Synthesis of optically active gem-difluorocyclopropanes through a chemo-enzymatic reaction strategy
Itoh, Toshiyuki,Ishida, Nanae,Mitsukura, Koichi,Hayase, Shuichi,Ohashi, Kazumasa
, p. 775 - 783 (2004)
The synthesis of a chiral difluorocyclopropane building block has been accomplished using lipase-catalyzed reaction; the prochiral diacetate of cis -1,3-bishydroxymethyl-2,2-difluorocyclopropane was converted to the corresponding chiral monoacetate by the Alcaligenes lipase (lipase QL)-catalyzed hydrolysis with >99% enantiomeric excess. Enantiomerically pure trans-1,3-bishydroxymethyl-2,2-difluorocyclopropane was also obtained through the Pseudomonas cepacia SL-25 lipase (lipase SL)-catalyzed reaction. The synthesis of the chiral trans, trans -bis- gem -difluorocyclopropane derivatives has been accomplished using the same lipase technology; trans, trans-1,6-bishydroxymethyl-2,2,5,5-tetrafluorobicyclopropane was obtained in optically active form using the lipase SL-catalyzed hydrolysis of the corresponding diacetate.
