Total synthesis of (+)-angelmarin.
An efficient 8-step enantioselective total synthesis of (+)-angelmarin, starting from commercially available umbelliferone, has been achieved. Key reactions include olefin cross-metathesis and a Shi epoxidation-cyclization sequence.
Magolan
Jakob
J
Eskitis Institute for Cell and Molecular Therapies, Griffith University, Nathan 4111, Queensland, Australia.
Coster
Mark J
MJ
D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D010936:Plant Extracts / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014468:Umbelliferones / Q000737:chemistry*
D003374:Coumarins; D010936:Plant Extracts; D014468:Umbelliferones; C508941:angelmarin; C031477:7-hydroxycoumarin