Total Syntheses

Reaction scheme for total synthesis of the natural product Amphoteronolide B (partial)
Total synthesis of Amphoteronolide B (partial):
Reference:Kennedy, R. M.; Abiko, A.; Takemasa, T.; Okumoto, H.; Masamune, S. Tetrahedron Lett. 1988, 29, 451-454. DOI
Reactions:Li-Phosphonate+Aldehyde • CompE+-Aldehyde/CarboxEster+M-R • HWE → Enone (intram) • Lactone-9+ • Alkyl-OH → Ketone • CarboxAcid → CarboxEster •
Reagents:CrO3·Py2 (Collins) • P(O)(OR)2CH2-C(O)R' • Carbodiimide • Carbonate, potassium • Hydroxide, lithium • DMAP • 18-crown-6 •