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Griesbeck, A. G.; Sokolova, T., Science of Synthesis, (2008) 37, 465.
Substituents at the oxetane ring can be exchanged under several conditions without cleavage of the oxetane ring. Oxetan-3-ols can be converted into the corresponding trifluoromethanesulfonates by treatment with trifluoromethanesulfonic anhydride and pyridine and then converted into 3-azides by substitution with sodium azide in dimethylformamide.[121] By hydrogenation of these products, 3-aminooxetane-2-carboxylic acids are obtained, which can be condensed by peptide techniques to give hexameric β-peptide structures.[145] Diethyl fumarate can be added to oxetanes in the presence of N-hydroxyphthalimide combined with cobalt(II) acetate under oxygen to produce diethyl 2-hydroxy-3-oxetan-2-ylsuccinate.[146] The oxidation of a 2-phenylated oxetane with sodium periodate in the presence of catalytic amounts of ruthenium(III) chloride furnishes the corresponding oxetane-2-carboxylic acid.[53]
References
[53] | Meeeee, M.; Meeee, M.; Meeeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[121] | Meeeee, M. M.; Meeee, M.; Meeeeeeeeeee, M.; Meeeeee, M. M.; Meeeee, M. M.; Meeeeeeee, M. M.; Meeeeeee, M. M. M.; Meeeeeeeee, M. M.; Meeee, M. M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[145] | Meeeeeee, M. M. M.; Meeeeee, M. M.; Meeeee, M.; Meeee, M.; Meeeee, M. M.; Meeeeeeeeeee, M.; Meeeeeeee, M. M.; Meeee, M. M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[146] | Meeeee, M.; Meeeeeeee, M.; Meeee, M.; Meeeeeeeeee Meee., (8888) 88, 8888. |
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- 8.Meeeee-Meee, (8888) 8/8, 888.