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Total synthesis of Rhyzoxin D (partial):
Reference: Williams. D. R.; Werner, K. M.; Feng, B. Tetrahedron Lett. 1997, 38, 6825. DOI
Keywords: Li/H → Li-Sulfone • Lactone-9+ • Aldol-B-Evans • Wittig-carboxymethyl → EnoateEster • Li-Sulfone+Alkyl-X • Alkyl-X+Li-R • Li/Br → Li-Vinyl • HWE → EnoateEster (intram) • CompE+-Aldehyde/CarboxEster+M-R • Lactone-9+ • Dehydrosulfonylation → Diene • Aldol-B-Evans • Wittig-Horner • CompE+-Aldehyde/CarboxEster+M-R • Li-Vinyl+Aldehyde •
Reagents: BOTfBu2 • LiNiPr2, HMPA • DBU • BOTfBu2 • PPh3=CH-CO2R • Vinyl-Li • BuLi(tert) • P(O)(OR)2CH2-C(O)OR' • DBU • P(O)Ph2CH2-Vinyl • KN(SiMe3)2 • B(Br)Me2 • HMPA (solvent) • Vinyl-Br • Allyl-Br •

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