Total synthesis of Clavilactone B:
| Reference: | Larrosa, I.; DaSilva, M. I.; Gomez, P. M.; Hannen, P.; Ko, E.; Lenger, S. R.; Linke, S. R.; White, A. J. P.; Wilton, D.; Barrett, A. G. M. J. Am. Chem. Soc. 2006, 128, 14042. DOI |
| Reactions: | O-SiMe2tBu → O-H • Li/H → Li-Aryl • Benzyne addition • Mg-Aryl+Aldehyde • Aldehyde+Mg-R • Felkin-Anh • RCM → Ring-C • Quinone synthesis • Alkyl-OH → CarboxAcid • Lactone-5 • |
| Reagents: | BuLi(n) • Allyl-MgX • Epoxide • Fluoride, R4N+ • Iodosobenzene-OAc • Grubbs II • Quinone • Ceric ammonium nitrate • Aryl-Li • TEMPO • |