Synthesis of 16,18-dihydroxycleroda-3,13Z-dien-16,15-olide, (+)-16-hydroxycleroda-3,13Z-dien-16,15-olide, and (-)-hydroxyhalima-5(10),13-dien-16,15-olide from (+)-hardwickiic acid.
Syntheses of three enantiomers of natural hydroxybutenolide diterpenes, 16,18-dihydroxycleroda-3,13Z-dien-16,15-olide (4), (+)-16-hydroxycleroda-3,13Z-dien-16,15-olide (5), and (-)-16-hydroxyhalima-5(10),13Z-dien-16,15-olide (6), via a furan photosensitized oxygenation reaction of (+)-hardwickiic acid (2), are described.
Imamura
P M
PM
Instituto de Química, Universidade Estadual de Campinas, C.P. 6154, CEP 13083-970, Campinas, São Paulo, Brazil, and Departamento de Química, UFMS, MS, Brazil. imam@iqm.unicamp.br
Costa
M
M
D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry; D013057:Spectrum Analysis
D004224:Diterpenes; C074343:hardwickic acid