939438-06-9Relevant academic research and scientific papers
Stereocontrolled synthesis of (-)-galanthamine
Satcharoen, Vachiraporn,McLean, Neville J.,Kemp, Stephen C.,Camp, Nicholas P.,Brown, Richard C. D.
, p. 1867 - 1869 (2008/02/05)
An enantiosetective synthesis of (-)-galanthamine has been realized in 11 linear steps starting from isovanillin. A Mitsunobu aryl ether forming reaction was used to assemble the galanthamine backbone, which was stitched together using enyne ring-closing metathesis, Heck, and N-alkylatton reactions affording the tetracyclic ring system. Control of relative and absolute stereochemistry was derived from an easily accessible enantiomerically enriched propargylic alcohol 13.
