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- W2950233412 abstract "Abstract The reaction of rapamycin (1) with different reductive agents has been studied. As expected, the C14 ketone of the “tricarbonyl” unit is the most electrophilic center in the molecule and could be selectively converted to either the alcohol (Zn/AcOH or DIBAL) or to the C14 methylene (H2S, pyridine/MeOH). Under Luche's conditions, the C14 carbonyl was protected and reduction took place stereoselectively at both C24 and C30 (NaBH4/CeCl3) or exclusively at C30 (NaBH3CN/CeCl3). Selective reaction at C30 also took place under Evans conditions with NaBH(OAc)3. These reactions allow the selective manipulation of the rapamycin “effector domain”." @default.
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- W2950233412 date "2010-08-18" @default.
- W2950233412 modified "2023-09-26" @default.
- W2950233412 title "ChemInform Abstract: Studies on Selective Reductions of Rapamycin" @default.
- W2950233412 cites W1988651067 @default.
- W2950233412 doi "https://doi.org/10.1002/chin.199504275" @default.
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