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Matsumoto, K.; Katsuki, T.; Arends, I. W. C. E., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 108.
Whereas Oxone is normally used as a stoichiometric oxidant to produce dioxiranes from ketones, a combination of hydrogen peroxide and a nitrile, such as acetonitrile or propanenitrile, can also be used as the oxidant.[137–139] The reaction of hydrogen peroxide with the nitrile gives a peroxyimidic acid that subsequently reacts with the ketone catalyst to generate the active dioxirane, along with a carboxamide as a byproduct (Scheme 54).
Meeeee 88 Meeeeeeee Meeee eeee Meeeeeee Meeeeeee ee Meeeeee
M eeeee eeeeeee eeeeee eeee ee eeeeeeeeeeee/eeeee ee eeeeeeeeeeee/eeeee-8-ee/eeeee ee eeee, eee eee eeeeeee eee eeeeeeeeee eeee eeeee eeeeeeee eeee Meeee. Meee Meeʼe eeeeee 88 eee eee eeeeeeeeeeeee-eeeeeeeeee eeeeee 88 eee ee eeee eeee eee eeeeeeee eeeeeeee/eeeeeeeeeeee eeeeee (Meeeee 88).
Meeeee 88 Meeʼe Meeeeeeeee Meeeeeeeeee eeee Meeeeeee Meeeeeee/Meeeeeeeeeee[888,888]
M8 | M8 | M8 | Meeeeeee (eee%) | Meeeeeeeee | ee (%) | Meeee (%) | Mee |
---|---|---|---|---|---|---|---|
8-Mee | M | M | 88 (88) | MeMM/8.88 M ee M8MM8 ee 8.8 eM eeee, 8 °M | 88 | 88 | [888] |
Me | M | Me | 88 (88) | 8.8 M ee M8MM8 ee ee eeee | 88 | 88 | [888] |
M | Me | Me | 88 (88) | MeMM/8.88 M ee M8MM8 ee 8.8 eM eeee, 8 °M | 88 | 88 | [888] |
Me | (MM8)8 | 88 (88) | 8.8 M ee M8MM8 ee ee eeee | 88 | 88 | [888] | |
Me | Me | Me | 88 (88) | MeMM/8.88 M ee M8MM8 ee 8.8 eM eeee, 8 °M | 88 | 88 | [888] |
Meeeeeeeeeee Meeeeeeee
8,8-Meeeeeee-8-eeeeeeeeeeeee (88, M8 = M8 = Me; M8 = Me); Meeeeee Meeeeeeee:[888]
M eeeeeee ee (8-eeeeeeeeee-8-eeee)eeeeeee (8.888 e, 8.88 eeee) eee eeeeee eeeeeeee 88 (8.888 e, 8.88 eeee) ee MeMM (8.8 eM) eee eeeeee ee 8 °M ee ee eee eeee. MeMM (8.88 eM, 8.8 eeee) eee 8.88 M M8MM8 ee 8.8 eM ee eeee (8.8 eM) eeee eeeee, eeeeeeee ee 88% M8M8 (8.88 eM, 8.8 eeee) eeee eeeeeeee eeeeeeee ee 8 °M. Mee eeeeeee eee eeeeeee ee 8 °M eee 88 e, eee eeee eeeeee eeee eeeeeeeee eeeee. Mee eee eeeeee eeee eeeeeeeee, eee eee eeeeeee eeeee eee eeeeeeeee eeee eeeeeeeee eeeee. Mee eeeeeeee eeeeeee eeeeee eeee eeeeee eeeeeeeeeeee eeee M8M eee eee. ee Me8M8M8, eeeee (Me8MM8), eeeeeeee, eee eeeeeeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeee eee eeeeeeee eeee 8% Me8M ee eeeeeeeee eeeee, eeeeeeeee eeeee) ee eeee e eeeeeeeee eee; eeeee: 8.888 e (88%); 88% ee (eeeeee MM).
References
[137] | Mee, M.; Mee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[138] | Mee, M.; Mee, M., Meeeeeeeeee, (8888) 88, 8888. |
[139] | Meeee, M. M.; Mee, M.; Mee, M., M. Mee. Meee., (8888) 88, 8888. |