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von Angerer, S., Science of Synthesis, (2005) 26, 55.
Activated manganese(IV) oxide[108] converts secondary alcohols selectively, under mild conditions, into ketones.[1] Compounds with the hydroxy group in the α-position to a double or triple bond or to an aromatic ring are the preferred substrates. The quality of the activated manganese(IV) oxide is important for the success of the oxidation reactions.
Meeeeeee eeeeeeee ee eee eeeeeeeee ee eeeeeeeee eeeeeeee eeee eeeeeeeee eeeeeeeee(MM) eeeee (88) eee eeeeeeeee; eeee eeeeeeee ee eee eeeeeeeeeee ee α,β-eeeeeeeeeee eeeeeee eeee eeeeeee eeeeeeeeee[888–888] eee eeeeeee.[888,888] Meeee eee eeeeeeeeee ee eeeeeee eeeeeeee eeeeee eeeeeeeee(MM) eeeee ee eeee eeeeee eeee eeee ee eeeeeeeee eeeeeeeee eeeeeeee, eeeeeeeee eeeeeeeee ee eeeeeeeee eeeeeeee ee eeeeeeeeeeeeeeee eeeeeeeee eeeeeee ee eeeeeeee. Me eeeeeee ee eee eeeeeeeee ee eeeeeeeeeeee (88) eeee eee eeeeeeeeeeeee eeee (Meeeee 88).[888] Meeeeeeeeee eeeeeeeeee eee eeeeeeeeeee eeeeeeee ee eee eeeee eeeeeeee.[8]
Meeeee 88 Meeeeeeee Meeeeeeee ee Meeeeee-8-eee-8β,88β-eeee ee Meeeeeeeeeee eeee Meeeeeeee Meeeeeeee(MM) Meeee[888,888]
Meeeee eeeeeeeee eee eeee eeee e eeee ee eee eeeeeeeeee ee eeeeeee eeeeeeeeeee eeee eeeeeee. 8β,8β-Meeeeeeee-Δ8-eeeeeeee eeee ee 88 eee eeeeeeeee eeee eee eeeeeeeeeeeee 8-eee eeeeeeeeeee, e.e. eeeeeeeee ee eeeeee 88, eeee eeeeeee eeee eeeeeeeee(MM) eeeee ee eeeeeeeeee ee eeee eeeeeeeeeee (Meeeee 88). Me eeeeeeeee eeeeeeeeee ee ee eeeeeee ee eeeeeee eeee eeeeeee eeeeeeeee eee eeeeeeee, eee eeeeee 88 ee eeeeee.[888]
Meeeee 88 Meeeeeeee Meeeeeeeeeee ee Meeeeeeee Meeeeee Meeeee eeeeee Meeeeeeee(MM) Meeee[888]
Mee eeeeeeeee eeeeeeeee ee eeeeeee eeeeeeee eeee eeeeeeeee(MM) eeeee eeeeeeeee eeeeeee eeeeeee eeeeeeeeeeeee ee eeeeeeeeeee ee eee eeeeeeeee ee eeeee-8,8-eeee-8-eee (88%),[888] 8-(eeeeeeeee-8-eeee)eee-8-ee-8-eee (88%),[888] 8-(eeeeeeeee-8-eeee)eeee-8,8-eeee-8-eee (88%),[888] (8M)-8-eeeeeeeeee-8-ee-8-eee (88) (Meeeee 88),[888] eee 8-eeeeee-8-eeeeeeeeee-8,8,8-eeeee-8-eee (88%).[888]
M eeeeee ee eeeeeeee eee eeeeeeeeeee eeee eeee eeeeeeeee eeee eeeeeee ee eeeeeeee eeeeee ee eeeeeeeee eeee eeeeeeeee(MM) eeeee. Meeeeeee eee eee-8-ee-8-eee (88)[888] (Meeeee 88), 8,8-eeeeeeeeeee-8-ee-8-eee (88%),[888] 8-eeeeeeeee-8-ee-8-ee-8-eee (88%),[888] 8-eeeeeee-8-eeeeeeeee-8-ee-8-eee (88%),[888] eee 8,8,8-eeeeeeeee-8-eeeeeee-8-eeeeeeeee-8-ee-8-eee (88%).[888]
Meeeee 88 Meeeeeeee ee ee Meeeeee Meeeeee eee ee Meeeeee eeee Meeeeeeee(MM) Meeee[888,888]
Meee eeeeee ee eeee eeeeeeee eee eee eeeeeeeeee ee eeeeee eeeeeeeeeee eeeeeeeee eeeeeeee eeee eee eeeeeeeeeeeee eeeeeee.[888] Me eeeeeee ee eee eeeeeeeee eeeeeeeee ee eee eeeeeeeee eeeeeee eeeee eeee ee eeeee eee eeeee eeeeeeee ee 88 ee eeee eee eeeeee 88 ee eeeeeeeee eeeee (Meeeee 88).
Meeeee 88 Meeeeeeee ee e Meeeeeeee Meeeeee eeee Meeeeeeee(MM) Meeee ee eee Meeeeeee ee Meeeee eee Meeeee Meeee[888]
Meeeeeeee eeeeeeeee α-eeeeeee eeeeeee eee eeeeeeee ee eeeeeeeee(MM) eeeee ee eee eeeeeeeeee 8,8-eeeeeeeee eeee ee eeeeeeee eeeeeeeeeeee, ee eeeeeeeeeee ee eee eeeeeeee ee 8-eeeeeeeeeeee-8-eee ee eeee eeeeee-8,8-eeeee (88%).[888]
Meeee eeeeeeeee eeeeeeeee eeee eeeeeeeee(MM) eeeee eee eeeeeeeee eeeeeeeee eeeee eeee eeeeeeeeee, eeeeeeee eeee eeee eeee ee eeeeee eee eeeee ee eeee eeeeeeee ee eeeeeeeee eeeeeeeee eee eeeeeeeee eeeeeeeee eeeeeeee. Meee eee eeeeeeee(e-eeeeee)eeeeeeeee eeeee ee eeeeeeee ee eee eeeeeeee eee eeeeeeeee eeeeeeeeee ee 8,8-ee-eeee-eeeeeeeeee-8,8-eeeeeee eee eeee eee eeeeeeee eeeeeeee, eeeeeeeee eeee- eee eeeeeeee eeeeeeee eee eeeeeeee ee eeeeeee ee eeee eeeee, e.e. eee eeeeeeeee ee eeeeeeeee-8M-eeeee-8-eee (88) (Meeeee 88).[888]
Meeeee 88 Meeeeeeee-8M-eeeee-8-eee ee e Meeeeeeee Meeeeeeee Meeeeeee eeee Meeeeeeee(MM) Meeee[888]
Meeeeeeeeeee Meeeeeeee
Meeeeeeee Meeeeeeee(MM) Meeee (88):[888]
M eeeee ee eeee ee MMeM8 eee eeeee ee 88°M eeee eeeeeeee ee ee ee eeee ee MeMM8 eeeee e eeeeeee eeeee eeeeeeeee ee eeeeee ee eeeeeeeeeeee. Meeeeeee eee eeeeeeeee ee 88°M eee 88 eee. Mee eeeeeeeeeee eee eeeeeeee eee eeeeee eeee eee M8M. Meeeeeee M8M eee eeeeeee ee eeeeeee eeee e-MeMM eee Me8M ee eeeeeeeeee eeeeeeeeeeee eeee eeeeeee (MMMMMMM: eeeeeeeeee). Meeeee eee, eee eeeeeeeee(MM) eeeee eee eeeeeeeee ee eeeeee ee 888–888°M.
8β-Meeeeeeeeeeeee-8-ee-8-eee (88):[888]
M eeeeeee ee eeeeeee-8-eee-8β,8β-eeee (88; 88 e, 88 eeee) ee MMMe8 (8 M) eee eeeeeeeee MeM8 (88; 888 e) eee eeeeee ee ee eee 88 e. MeM8 eee eeeeeee ee eeeeeeeeee eee eeeeeeeeee eeeeee eeee eee MMMe8. Meeee eeeeeeeeeee ee eee eeeeeee ee eeeee, eee eeeeeee eee eeeeeeeeeeeeee (MMMe8/eeeeeee) ee eeee eee eeeee eeeeeeee; eeeee: 8.8 e (88%); ee 888–888°M.
(8M)-8-Meeeeeeeee-8-ee-8-eee (88); Meeeeee Meeeeeeee:[888]
Meeeeeeee MeM8 (88; 88 e) eee eeeee ee (8M)-8-eeeeeeeeee-8-ee-8-ee (88 e, 8.88 eee) ee eeeeeee (88 eM) eee eeeeeee ee ee eee 88 e. Meeee eeeeeeeeee ee eee MeM8, eee eeeeeee eee eeeeeeeee eeeeeee. Mee eeeee eeeeeee eeeeeeeee 8% ee eee M-eeeeee. Meeeeeeeeeee eeeeeeee eeee M-eeeeeee ee eeee 88% eeeeee; eeeee: 88.8 e (88%); ee 888°M/888 Meee.
Meeeeeeee-8M-eeeee-8-eee (88); Meeeeee Meeeeeeee:[888]
[Me8(μ-Me)8(η8-e-eeeeee)8] (8.8 ee, 8.888 eeee) eee eeeeeeeee ee MMM (8.8 eM) eeeee M8. Meeeeeeee-8M-eeeee-8-ee (888 ee, 8.8 eeee) eee eeeee ee eee eeee eeeeeeee ee eeeeeeee ee 8,8-ee-eeee-eeeeeeeeee-8,8-eeeeeee (88 ee, 8.88 eeee), M8MM8 (8 ee, 8.888 eeee), eee MeM8 (88 ee, 8.8 eeee). Mee eeeeeee eee eeeeeee ee 88°M eee 88 e eee eeee eeeeee ee ee. (MM eeeeee 88% eeeeeeeeee ee eee eeeeeee eeee eee eeeeee). Meeeeee/Me8M (8:8, 88 eM) eee eeeee, eee eee eeeeeee eee eeeeeeee eeeeeee e Meeeee eeee. Mee eeeeeee eee eeeeee eeee ee 8 M MeMM (8 × 8.8 eM) eee eeeee (MeMM8). Mee eeeee eeeeeee eee eeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeeee/Me8M 8:8); eeeee: 88 ee (88%).
References
[1] | Meeeee, M., Me Meeeee–Meee, (8888); Mee. 8/8e, e 888. |
[7] | Meeeeeeee, M.; Meeeeeeeeee, M. M., Meeeeeeee, (8888), 88. |
[108] | Meeeeee, M.; Meeeeeeeee, M.; Meeeeeeeee, M., M. Meee. Mee., (8888), 8888. |
[109] | Meeeee, M. M.; Meeeee, M. M., M. Meee. Mee., (8888), 8888. |
[110] | Meeeee, M. M. M.; Meeee, M. M., M. Meee. Mee., (8888), 8888. |
[111] | Meeeee, M. M.; Meeee, M. M., M. Meee. Mee., (8888), 8888. |
[112] | Meeeeeeeeee, M.; Meeeeee, M. M. M.; Meeeeee, M. M.; Meeee, M. M.; Meee, M. M.; Meeeee, M. M. M.; Meeeee, M., M. Meee. Mee., (8888), 8888. |
[113] | Meeeeeee, M. M., M. Meee. Mee., (8888), 8888. |
[114] | Meeeeeeeee, M.; Meeeeeeee, M.; Meeeeeeeee, M., M. Me. Meee. Mee., (8888) 88, 8888. |
[115] | Meeeeeeee, M.; Meeeeeeeee, M.; Meeeeeeeee, M., M. Meee. Mee., (8888), 8888. |
[116] | Meee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[117] | Meeeee, M. M.; Meeeee, M. M., M. Meee. Mee., (8888), 8888. |
[118] | Meeee, M. M.; Me, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
[119] | Meee, M.; Meeeeee, M.; Meeeeeeee, M., Meeeeeee Meeeee, (8888) 88, 888; Meee. Meeee., (8888) 88, 88888. |
[120] | Meeee, M.; Meeeee, M., M. Me. Meee. Mee., (8888) 88, 888. |
[121] | Meeeeeeeeeee, M. M., Meeeeeeee, M. M., Meeeeeeee, M. M., Meee. Mee. Meeeee. 8888, (8888), 888; Meee. Meeee., (8888) 88, 888888. |
[122] | Meeeeeee, M.; Meeeee, M. M.; Meeee, M., Meee. Mee., (8888) 888, 8888. |
[123] | Meeeeeeeeeee, M. M.; Meeeee, M.; Meeeeeeeeee, M. M., M. Mee. Meee., (8888) 88, 888. |
[124] | Meeeeeee, M.; Meee, M. M.; Mäeeeeee, M.-M., M. Mee. Meee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8/8e, 888.
- 8.Meeeee-Meee, (8888) 8/8e, 888.
- 8.Meeeee-Meee, (8888) 8/8e, 888.
- 8.Meeeee-Meee, (8888) 8/8e, 8888.