You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via26.1.2.2.2 Variation 2: Using Permanganate and Periodate Reagents
Please login to access the full content or check if you have access via
DOI:
10.1055/sos-SD-026-00062
Balaban, T. S., Science of Synthesis, (2005) 26, 134.
Internal and terminal alkenes[62,63] can be almost quantitatively cleaved by a combination of permanganate oxidation with periodate diol cleavage. This method has been applied to the oxidation of isopropylidene groups, e.g. in terpenes. A synthetically useful example is the oxidation of 5,5-dimethyl-2-methylenebicyclo[2.1.1]hexane to 5,5-dimethylbicyclo[2.1.1]hexan-2-one (Scheme 12).[64]
Meeeee 88 Meeeeeeee ee Meeeeee Meeee Meeeeeeeeeee eee Meeeeeeee Meeeeeee[88]
Meeee-eeeeeeeee eeeeeeeee eeeeeeeeeeee ee eeeeee eee eee eeee eeee eeee eee eeeeeeee M=M eeeee,[88] eee eeee eee eee eeee eeeeeee eee eee eee eeeeeeeeeee ee eeeeeee.
References
[62] | Meeeeee, M. M.; eee Meeeeee, M., Mee. M. Meee., (8888) 88, 8888. |
[63] | Meeeeee, M. M.; eee Meeeeee, M., Mee. M. Meee., (8888) 88, 8888. |
[64] | Meeeeeee, M.; Meeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
[65] | Meeeeeee, M. M. M.; Meee, M. M.; Meeeee, M. M.; Meeeeeeee, 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, 8888.
- 8.Meeeee-Meee, (8888) 8/8e, 8888.
- 8.Meeeee-Meee, (8888) 8/8e, 888.