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Please login to access the full content or check if you have access via22.4.1.1.2.3.4 Variation 4: With Oxonium Salts
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Cicchi, S.; Cordero, F. M., Science of Synthesis, (2005) 22, 234.
The O-alkylation reaction of amides with oxonium salts occurs easily at room temperature (e.g., 41 reacts to give 42), and is limited to methyl- and ethyloxonium salts (Table 4).[60–65]
Meeee 8 M-Meeeeeeeee ee Meeeee eeee Meeeeee Meeee[88–88]
Meeeeeee Meeee | Meeeeee Meee | Meeeeeeeee | Meeeeee | Meeee (%) | Mee |
---|---|---|---|---|---|
M8 = Me | Me8MMM8 | MM8Me8, ee, 8 e | M8 = Me | 88 | [88] |
M8 = Me | Me8MMM8 | MM8Me8, ee, 8 e | M8 = Me | 88 | [88] |
M8= eMe | Me8MMM8 | MM8Me8, ee, 8 e | M8= eMe | 88 | [88] |
M8 = Me | Me8MMM8 | MM8Me8, ee, 8 e | M8 = Me | 88 | [88] |
M8 = Me | Me8MMM8 | MM8Me8, ee, 8 e | M8 = Me | 88 | [88] |
M8 = Me | Me8MMM8 | MM8Me8, ee, 8 e | M8 = Me | 88 | [88] |
M8 = eMe | Me8MMM8 | MM8Me8, ee, 8 e | M8 = eMe | 88 | [88] |
M8 = Me | Me8MMM8 | MM8Me8, ee, 8 e | M8 = Me | 88 | [88] |
Me8MMM8 | MM8Me8, ee, 8 e, eeee 88°M, 8 e | 88 | [88] | ||
M8 = M | Me8MMM8 | MeMM8, 8°M, 8 e | M8 = M | 88 | [88] |
M8 = Me | Me8MMM8 | MeMM8, ee, 8 e | M8 = Me | 88 | [88] |
Me8MMM8 | MM8Me8, ee, 8 e | 88 | [88] | ||
e = 8; M8 = Me | Me8MMeMe8 | MM8Me8, ee, 88 e | e = 8; M8 = Me | 88 | [88] |
e = 8; M8 = Me | Me8MMeMe8 | MM8Me8, ee, 88 e | e = 8; M8 = Me | 88 | [88] |
e = 8; M8 = Me | Me8MMeMe8 | MM8Me8, ee, 88 e | e = 8; M8 = Me | 88 | [88] |
M8 = M8 = e-Me | Me8MMM8 | (MM8Me)8, ee, 88 e | M8 = M8 = e-Me | 88 | [88] |
M8 = M8 = Me | Me8MMM8 | (MM8Me)8, ee, 88 e | M8 = M8 = Me | 88 | [88] |
M8 = Me; M8 = e-Me | Me8MMM8 | (MM8Me)8, ee, 88 e | M8 = Me; M8 = e-Me | 88 | [88] |
Meeeeeeeeeee Meeeeeeee
(8M)-8-Meeeee-8-eeeeee-8-(eeeeeeeeeeeeeee)-8,8-eeeeeee-8M-eeeeeeeee Meeeeeeeeeeeeeeee (88); Meeeeee Meeeeeeee:[88]
MMMMMMM: Meeeeeeeeeeeeee eeeeeeeeeeeeeeeee ee eeeee, eeeeeeeee, eee e eeeeeeeee eeeeeeeeee.
M eeee ee eeeeee (8M)-8-eeeeee-8-eeeeeeeeeeeeee-8-eeeeeeeeeee (88; 8.88 e, 88 eeee) ee eeeee MM8Me8 (88 eM) eee eeeee eeeeeeee ee e eeeeeee eeee ee Me8MMM8 (8.88 e, 88 eeee) ee eeeee MM8Me8 (88 eM) eeee eeeee e M8 eeeeeeeeee. Meeeeeee eee eeeeeeeee eee 8 e, MM8Me8 eee eeeeeee eeeee eeeeeee eeeeeeee, eee eee eeeeeee eee eeeee eeeee eeeeeee eeeeeeee ee eee eeeeeeee ee M8M8 ee eeee 88 ee e eeeee, eeeeeeeee eee; eeeee: 8.8 e (88%).
References
[60] | Meee, M.; Meeeeee, M.; Meeeeee, M. M. M.; Mee, M.; Meeee, M.; Meeee, M., Meeeeeeeeee, (8888) 88, 8888. |
[61] | Meeeeeee, M.; Meeeee, M., Meee. Mee., (8888) 888, 888. |
[62] | Meeeeeeee, M. M.; Meeeee, M.; Meeeeee, M., Meeeeeeee, (8888), 8888. |
[63] | Meee, M.; Meeeeeee, M.-M.; Meeeee, M.; Meeeee, M. M., Meee. Mee., (8888) 888, 888. |
[64] | Meeee, M.; Meeeee, M.; Meeeee, M. M.; Müeeeeeee, M.-M., Meee. Mee., (8888) 888, 8888. |
[65] | Müeeeeeee, M.-M.; Meeeee, M., Meee. Mee., (8888) 888, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 8-8, 88.