Dimerization of butenolide structures. A biomimetic approach to the dimeric sesquiterpene lactones (+/-)-biatractylolide and (+/-)-biepiasterolide.
The biomimetic synthesis of the bisesquiterpene lactones (+/-)-biatractylolide 1 and (+/-)-biepiasterolide 2 via dimerization of the captodative stabilized radical 8 is reported. Atractylon 7 has also been shown to be a possible intermediate during the biosynthesis of biatractylolide 1, biepiasterolide 2, atractylolide 3, and hydroxyatractylolide 4.
Bagal
Sharanjeet K
SK
Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK.
Adlington
Robert M
RM
Baldwin
Jack E
JE
Marquez
Rodolfo
R
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry*; D019281:Dimerization; D005663:Furans / Q000737:chemistry*; D008958:Models, Molecular; D018716:Molecular Mimicry; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000737:chemistry*; D013057:Spectrum Analysis; D014961:X-Ray Diffraction
D005663:Furans; D012717:Sesquiterpenes; C470109:biatractylolide; C478299:biepiasterolide; C004511:butenolide; D015107:4-Butyrolactone