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Total synthesis of Pinitol:
Reference: Hudlicky, T.; Price, J. D.; Rulin, F.; Tsunoda, T. J. Am. Chem. Soc. 1990,112, 9439-9440. DOI
Keywords: Alkene → Diol-1,2(asym) • Alkene → Diol-1,2 • Acetal → Diol • Alkene → Diol-1,2 • Acetal → Diol • Epoxidation, Peracid • Epoxidation, Peracid • Vinyl-Br → Vinyl-H • Vinyl-Br → Vinyl-H • Epoxide → Diol • Epoxide → Diol •
Reagents: Enzyme • Perbenzoic acid, 3-chloro • Al2O3 • AlH4-Li+ • OsO4, NMO • HCl, H2O • OsO4, NMO • AlH4-Li+ • Perbenzoic acid, 3-chloro • Acetone (react) • Al2O3 • HCl, H2O •

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