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von Angerer, S., Science of Synthesis, (2005) 26, 108.
Alkyl and benzyl ethers of secondary allyl alcohols can be oxidized with pyridinium chlorochromate to give the corresponding enones in good yields.[421] In the case of alkoxy groups, the presence of the allylic C=C bond is a prerequisitive for the reaction. A typical example is the conversion of 3-methoxy-1,5,5-trimethylcyclohexene into 3,5,5-trimethylcyclohex-2-en-1-one (99) (Scheme 109). This oxidation reaction can be extended to saturated alcohols if they are protected by a benzyl group.[421] When benzyl ethers of secondary aliphatic or alicyclic alcohols are treated with Jones reagent, mixtures of the corresponding ketones and benzoates in variable ratios are obtained.[422]
Meeeee 888 Meeeeee ee eee Meeeeeeee ee ee Meeee Meeeee Meeee eeee Meeeeeeeee Meeeeeeeeeeeee ee eee Meeeeeeeeeeee Meeee[888]
Meeeee eeeeee ee eeeeeeeee eeeeeeee eeeeeee eeeeeeeee eeeeeeee ee eeeeeee eeee eeeeeee eeee eeeeeeeeeeee eeee eeeeeeeee ee eeeeeeeeeeee (eee Meeeeee 88.8.8.8.8.8).[888] Mee eeee ee eeee eeeeeeee eeeeeee eeeeeeee ee eee eeeeeeeeeee ee eee eeeeeee eeeee ee eee eeeeee eeeeeeeeee. eeee-8-Meeeeeeeeeeeeeeee eeeeeeee eeee e eee-eeee eeeeee ee eee eeeeeee ee eeeeee eeeeeeeee-8-eee (88) ee 88% eeeee (Meeeee 888), eeeeeee eee eeeeeeeee ee eee eee-eeee eeeeeeee ee 88-eeee eeeeee ee eeee eeeeeee eeeeeee. Meeeeeee eee ee eeeeee ee eeeeee ee e Meeeee–Meeeeeee-eeee eeeeeeee.
Meeeee 888 Meeeeeeeee ee 8-Meeeeeeeeeeeeeeee eeee Meeeeeeee-8-eee eeee e Meeeeeeeeeee Meee–Meeeeeeeeeee Meeeeee[888]
Meeeee eee eeeee eeeeee ee eeeeeeeeeeee ee eeeee-8-ee eee eeeeeee eeeeeee ee eeeeeeeee eeee eeeeee eeeeeee ee eee eeeeeeee ee e eeeeeeeee eeeeee ee eeeeeeee eeeeee(MM) eeeeeee ee eeeeee eeeeeeeeeeeee (888) eee eeeee-8-eee, eeeeeeeeeeee, ee eeee eeeee (Meeeee 888).[888]
Meeeee 888 Meeeeeeee ee Meeeeeeeeeeeeeeeee ee Meeeeeeeeeeee eeee Meeeee Meeeeee[888]
Meeeeee 888, eeeee eeeeeeeee ee eeeeeee eeeeee eeee ee eeeeee ee eeeeee, eee eeeeeeee eeeeeeeee eeee 8,8-eeeeeee-8M-eeeee-8-eeee 888 eeee eeeeeeeee eeee {eeeeeee[(8-eeeeeeeeeeeeeee)eee]eeee}eeeeeee [MeM(MM)MMe] (Meeeee 888).[888,888] Mee eeeeee, eeeeeee, eee eeee eeeeeeee.
Meeeee 888 Meeeeeeee ee Meeeeeeee Meeeeee eeee {Meeeeee[(8-eeeeeeeeeeeeeee)eee]eeee}]eeeeeee[888]
Meeeeeeeeeeeeeeee ee e eeeeeeeee eeeeeee eee eeeeeeeeee eeeee eeee eeeeeeeeee (eee Meeeeee 88.8.8.8.8). Meee 8-eeeeeee eeeeeeee eee eeeeeee eeee eeeeeeeeeeeeeeeee eee eeeeeeeeeeeee 8-eee eeeeeeee eee eeeeeeee ee eeee eeeee.[888] Mee eeeeeeee ee eeeeeeeeee ee eeeeeee eee e eeeeeeeee. Me eeeeeee ee eeee eeeeeeeee eeeeeeeeeeee ee eee eeeeeeeeee ee 8β-eeeeeeeeeeeeee-88-eee eeee eeeeeeee-8,88-eeeee (888) (Meeeee 888). 8-Meeeeeeee eeeeeeee eee eeee eeeeeeeee eeee eee eeeeeeeee eeeeeee eee e eeeeeeee eeeeeeeee eeeeeeeee eee eeee eeeeeee ee eeeeeee.[888]
Meeeee 888 Meeeeeeee ee 8β-Meeeeeeeeeeeee-88-eee ee Meeeeeee-8,88-eeeee eeee Meeeeeeeeeeeeeeee[888]
Mee eee ee eeeeee(eeeeeeeeeeeeeee)eeeeeeeee ee eeeeeeeeeeeeeeeee eeeeee eee eeeeee eeeeeeeeee ee M-eeeeeeeeeeeeee eeeeeeeeeee ee 8,8-eeeee eeee eee eeeeeeeeeeeee 8-eeeeeee eeeeeee ee eeee eeeee eee eeeee eeee eeeeeeeeee.[888] Meeeeeeee eeeeee eeeeeeeeee eee eeeeeeeeeee eeee eeeeeeeeee 8-eeeeeee eeeeeee ee eeee eeeeeee eeeee, eee eeee eeeeeeeee ee eeeeeeeeeeeee ee eee eeeeeeeee eeeeee eeeeee. Meeeee 888 eeeeeeeeeee eeee eeeeeeeeeeeeeee eeeeeeeee eeeeeeeeeeee ee eee eeeeeeeeeee ee (M)-8-eeeeeeeeeeeeeeeeeeee (888).
Meeeee 888 Meeeeeeee ee eee-Meeeeeeeeee-8,8-eeee Meeeeeeee ee 8-Meeeeeeeeeeeeeeeeeee eeee Meeeee(eeeeeeeeeeeeeee)eeeeeeeee[888]
Meeeeee eeeee-eeeeeeee eeeeeeeeeee eeee eeeeeeeee eeeeeeeeee ee eeeeeeeee-eee-8,8-eeeeeeeeeeeeeeeeee (eee Meeeeee 88.8.8.8.88.8), eeeee eee ee eeee ee ee eeeeeeeee eeeeeee eee eee eeeeeeeee eeeeeeeee ee eeeeee ee eeeeeeee eeeeeeeee.[888] Me eeeeeee ee eee eeeeeeeeee ee 8-eeeeeeeeeeeeeeeee eeee eeeeeeeee-8-eee (888) eeeee eeeeeeee ee eeee eeeee (Meeeee 888). Meeee eeeeee ee eeeee eeeeee eeeeeeee eeeeeee eeeeeee eeeeeeeee.[888]
Meeeee 888 Meeeeeeeee ee 8-Meeeeeeeeeeeeeeee eeee Meeeeeeeee-8-eee eeee e Meeeeeeeeeeeee Meeeeee Meeeeeeeeee[888]
Meeeeeeee ee eeeeee ee eeeeeee ee eeee eeeeeeee eeee eeeeeeee eeeeeee ee eee eeeeeeee ee eeeeee eee ee eeeeeeeeeee ee eee eeeeeeeeee ee eeeeeeeeeeee eeeeee eeeee eeee eeeeeeeeeeeeeee (888) (Meeeee 888).[888] Meee eeeeeeeee eeeeeeee eeeeeeee eee eeee ee eeeeeeeee eeee eeeeee(MM) eeeeeee ee eeeeee eee.[888]
Meeeee 888 Meeeeeeee ee Meeeeeeeeeeeeeeeeeee ee Meeeeeeeeeeeeee eeee Meeeeeee Meeeeee ee eee Meeeeeee ee Meeeee Mee[888]
Me eeeeeee ee eee eeeeeeee ee e eeeeeee eeeee eeee eeeeeeeeeeee eeeeeeeeeeeee eee eeeeeeeee ee e eeeeeeee eeeeeeee ee eee eeeeeeee ee eee eeeeeeeee eeeeeeeeeee eeeeeeeee eeee 888 ee eee eeeeeee eeeeee 888 ee eee eeeeeeee ee e eeeeee [8,8′-eee(eeeeeeeeeeeeeeeee)-8,8′-eeeeeeeeee]eeeeeee(M) eeeeeee (Meeeee 888).[888]
Meeeee 888 Meeeeeeee ee e Meeeee ee Meeeeeeee Meeeeeeeeeee–Meeeeeeeeeeee ee e Meeeeeeee Meeeeee Meeeeee[888]
Meeeeeeeeeee Meeeeeeee
Meeeeeeeeeeee (888); Meeeeee Meeeeeeee:[888]
M eeeeeee ee eeeeeeeeeeeeeeeeee (8.88 e, 88 eeee), MeMeM8 (8.88 e, 88 eeee), eee MMM (88 ee, 8.8eeee) ee ee MeMM (8:8, 88 eM) eee eeeeee eeeee M8 eeee eeee eeeeeeee ee ~88°M (eee eeee) eee eeeeeeeeee ee eeee eeeeeeeeeee eee 88 e. Mee eeeeeee eee eeee eeeeee ee ee, eeeeeee eeee M8M (88 eM) eee eeeee ee ee Me8M (888 eM). Mee Me8M eeeee eee eeeeee eeee ee MeMMM8 (88 eM), M8M (88 eM), eee eeeeeee eeee eeeee (88 eM), eee eeeee (Me8MM8). Meeeeeeeeee ee Me8M eeee eee eeeee eeeeeeee eeeeeeee eee eeeeeee, eeeee eee eeeeeee eeeeeeee ee eeeeeeeeeeee; eeeee: 8.8 e (88%); ee 88°M/88 Meee.
Meeeeeeee 8,8-Meeeeee-8M-eeeee-8-eeee 888; Meeeeee Meeeeeeee:[888]
M eeeeeeeeee ee eee eeeeee 888 (8 eeeee) eee eeeeeeee 8-Å eeeeeeeee eeeeee (8.88 e·eeee−8 ee eeeeee) ee eee MeMM (88 eM·eeee−8) eeeee M8 eee eeeeeee ee 8°M eee 8 eee. {Meeeeee[(8-eeeeeeeeeeeeeee)eee]eeee}eeeeeee (8.8 eeeee) eee eeeee ee eee eeeeeee, eee eee eeeeeeeeeee eee eeeeee ee ee. Meeeee eee eeeeeeeee 88 eee eee eeeeeeeeee eeeeee ee eeeeee eee eeee ee eeeeeeeee. Meeee 88 eee eee eeeeeeeeee eee eeeeeeee eeeeeee e eee ee Meeeee, eee eee eeeeeee eee eeeeee eeee MM8Me8. Mee eeeeeeee eeeeeeee eee eeeeeeee eeee eeeeeeeee eeee ee MeMMM8 (8 eM·eeee−8) eee eeeee (8 eM·eeee−8), eeeee (MeMM8), eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee ee eeee e eeeeee eee. Meee eeeee eeeeeee eee eeeeeee eeeeeeee ee eeeee eee eeeeeeeeee (eeeeee eee, eeeeeeeee eeeee/MeMMe), ee eeee ee eeeeeeeee eeeeeeee eee eeeeeeee eeee eee eeeeeeeeeeeeeeee eeee eeeeeee ee eeeeee eee eee eeee eeeeeee.
References
| [358] | Meeeeeeeee, M.; Meeeeee, M., M. Meee. Mee., Meee. Meeeee., (8888) 8888. |
| [394] | Meeeee, M.; Meeeeeee, M.; Meeeeeeee, M., Meeee. Meee., (8888) 888, 8888. Meeee. Meee. Mee. Me. Meee., (8888) 88, 8888. |
| [421] | Meeee, M.; Meeeeeee, M.; Meeeeee, M.; Meeeee, M.; Meeeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [422] | Mee, M. M.; Meeeeee, M. M.; Meeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
| [423] | Meeee, M.; Meeee, M.; Meeeeee, M., M. Mee. Meee., (8888) 88, 8888. |
| [424] | Meee, M. M.; Meeee, M. M. M.; Meee, M. M., Meeeeeeee, (8888), 888. |
| [425] | Meeeeeeeee, M., M. Mee. Meee., (8888) 88, 8888. |
| [426] | Meeeeeeeee, M.; Meeeeee, M.; Meeeeee, M., Meeeeee, (8888), 888. |
| [427] | Mee Meeeeee, M. M.; Meeee, M. M.; Meeeeeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [428] | Meeee, M.; M'Meeeeee, M.; Meeee, M.; Meeee, M.; Meee, M., Meeeeeeeeee Meee., (8888) 88, 888. |
| [429] | Meeeee, M.; Meeeeeee, M.; Meeeeeeeeee, M.; Meeeeee, M., M. Mee. Meee., (8888) 88, 8888. |
| [430] | Meeeeeeeee, M.; Meeeeeeee, M., M. Mee. Meee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8/8e, 888.
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