First total synthesis of natural 6-epiplakortolide e.
[reaction: see text] Natural 6-epiplakortolide E was first synthesized from readily available 1-bromo-10-phenyldecane in 10 steps by using singlet oxygen-mediated Diels-Alder reaction to form cyclic peroxide followed by a directed iodolactonization to give the peroxylactone core.
Jung
Mankil
M
Department of Chemistry, Yonsei University, Seoul 120-749, Korea. mkjung@alchemy.yonsei.ac.kr
Ham
Jungyeob
J
Song
Jueun
J
D001685:Biological Factors / Q000138:chemical synthesis* / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010545:Peroxides / Q000138:chemical synthesis* / Q000737:chemistry
C465251:6-epiplakortolide E; D001685:Biological Factors; D007783:Lactones; D010545:Peroxides