Total synthesis of (-)-5,6-dihydrocineromycin B.
An asymmetric total synthesis of (-)-5,6-dihydrocineromycin B has been accomplished in 13 steps from (-)-linalool O-triethylsilyl ether or 12 steps from geraniol. The present synthesis features (i) an intermolecular Wittig reaction involving an aldehyde possessing a ketophosphonate functionality and (ii) an intramolecular Horner-Wadsworth-Emmons olefination.
Li
Guozhi
G
Laboratory of Modern Synthetic Organic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
Yang
Xiaoxia
X
Zhai
Hongbin
H
D000080462:Acyclic Monoterpenes; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D007783:Lactones / Q000138:chemical synthesis*; D018942:Macrolides / Q000138:chemical synthesis*; D039821:Monoterpenes / Q000737:chemistry; D013729:Terpenes / Q000737:chemistry
D000080462:Acyclic Monoterpenes; D000900:Anti-Bacterial Agents; D007783:Lactones; D018942:Macrolides; D039821:Monoterpenes; D013729:Terpenes; C018584:linalool; C007836:geraniol