image

Total synthesis of Equisetin:
Reference: Burke, L T; Dixon, D J.; Ley, S. V.; Rodrigues, F. Org. Lett. 2000, 2, 3611. DOI
Keywords: O-H → O-C(O)R • O-H → O-SiMe2tBu • Alkyl-OH → Aldehyde • Alkyl-OH → Aldehyde • O-SiMe2tBu → O-H • Lactam-5 • HWE → KetoEsterEnone • HWE → Diene • Aldehyde → Alkyl-OH • N-H → N-C(O)R • Ozonolysis • Diels-Alder, Intram •
Reagents: P(O)(OR)2CH2-Vinyl • BuLi(n) • Acetic anhydride, Py • O3 • SiMe2tBu-Cl • DMSO, (COCl)2 (Swern) • Fluoride, R4N+ • DMSO, (COCl)2 (Swern) • P(O)(OR)2CHR-C(O)R' • BuLi(n) • HF • NaH • AgOCOCF3 • BH4-Na+ • Imidazole • LiClO4

Syntheses Home