Synthesis of pandamarilactone-1.
The first total synthesis of pandamarilactone-1, an alkaloid of Pandanus amaryllifolius, is reported. The nine-step synthesis features furan oxidation with singlet oxygen and then spiro-N,O-acetalization and elimination to generate the natural product and further Pandanus alkaloids, pandamarilactonines A-D.
Department of Chemistry, Chemistry Research Laboratory, University of Oxford , Mansfield Road, Oxford OX1 3TA, U.K.
Kang Yee
KY
Seah
Sarah J
SJ
Macnaughton
Jonathan W P
JW
Dallimore
Jeremy
J
Robertson
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D031673:Pandanaceae / Q000737:chemistry*; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000470:Alkaloids; D007783:Lactones; D011759:Pyrrolidines; C000590587:pandamarilactone-1