Total Syntheses

Reaction scheme for total synthesis of the natural product Epothilone B, D (Part 2)
Total synthesis of Epothilone B, D (Part 2):
Reference:White, J. D.; Carter, R. G.; Sundermann, K. F.; Wartmann, M.. J. Am. Chem. Soc. 2001, 123, 5407. DOI (Part 1)
Reactions:O-SiMe2tBu → O-H • CompE+-Si-O/Si-O+H2O • Diimide+Alkene • CompRed-Alkene/Alkene+Diimide • Yamaguchi lactonization • Lactone-9+ • Epoxidation, dioxirane • O-SiMe2tBu → O-H • CarboxEster → CarboxAcid •
Reagents:Hydroxide, sodium • Fluoride, R4N+ • Benzoyl chloride, 2,4,6-trichloro • Acetic acid, trifluoro • Acetic acid • Diimide • Dioxirane •