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Can I read Manganese Catalyzed Direct Regio- and Stereoselective Hydroxylation of 5α- and 5β-Androstane Derivatives on EtoBox?
Manganese Catalyzed Direct Regio- and Stereoselective Hydroxylation of 5α- and 5β-Androstane Derivatives by Roman V. Ottenbacher; Denis G. Samsonenko; Anna A. Bryliakova; Andrey A. Nefedov; Konstantin P. Bryliakov is a Materials Science article available to read on EtoBox.
What is Manganese Catalyzed Direct Regio- and Stereoselective Hydroxylation of 5α- and 5β-Androstane Derivatives about?
Herewith we report late-stage catalytic selective oxidative functionalization of several steroids with a common gonane core, namely androstane derivatives 5a-androsterone-3-acetate, 5b-androstan-17b-ol-3-one (etiocholan-17b-ol-3-one), 17b-acetoxy-5b-androstan-3-one, and 5b-pregnane-3,20-dione, at C-H groups in the presence of chiral bis-amino-bis-pyridylmethyl and structurally related Mn complexes, using H 2 O 2 as terminal oxidant. Depending on the steric demand and absolute chirality of the catalyst, mono-hydroxylation at A, B, or C rings is achieved in up to 58% isolated yield. Strongly hydrogen-bond donating solvent hexafluoroisopropanol (HFIP) effectively protects the C17-OH group in etiocholan-17b-ol-3-one from ketonization, thus providing an opportunity to obtain 6,17-and 12,17-dihydroxy androstane derivatives without using protecting groups.
Who reads Manganese Catalyzed Direct Regio- and Stereoselective Hydroxylation of 5α- and 5β-Androstane Derivatives?
It is typically read by researchers, students, and practitioners in Materials Science.
- Author
- Roman V. Ottenbacher; Denis G. Samsonenko; Anna A. Bryliakova; Andrey A. Nefedov; Konstantin P. Bryliakov
- Publisher
- Elsevier BV
- Published
- 2023
- Language
- EN
- Field
- Materials Science (Physical Sciences)