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Merino, P., Science of Synthesis, (2007) 29, 711.
The reaction between the hydroxamate 26 and 2-(trimethylsilyl)ethoxymethyl chloride in the presence of Hünig's base and 4-(dimethylamino)pyridine in dichloromethane as solvent affords the 2-(trimethylsilyl)ethoxymethyl-protected ester 27 in 92% yield (Scheme 12).[13]
Meeeee 88 Meeeeeeee ee M-[8-(Meeeeeeeeeeeee)eeeeeeeeeeee] Meeeeeeeeeee[88]
8,8-Meeeeeeeeeeee M-eeeeeeeeeeeeeeeee eeeeeeeeeee 88 eee eeeeeeee eeee M-(eeeeeeeeeee) eeeeeeeeeeee eeee eeeeee[88,88] 88 ee e eee-eee eeeeeeeee eeeeeeeee eeeeeeeeeeeeeeeeee ee eee eeeeeee eeeee eeee eeeeeeeeeeee eeeeee eeeee ee eeeeeee eeeeeeeeeeee 88, eeeeeeee ee eeeeeeeeeee eee ee eeeeeeeeeeeeee Meeeeee eeeeeeeeeeee (Meeeee 88).[88] Meeeeeeee–eeeeeeee eeeeeeeeeeee eeeeeee eeee eeeeeeee eeee eeeeeeeee 88 eeeeeee eeeeeeeeeeee eeeeeeee eeeeeee Meeee eeeeeeee.
Meeeee 88 Meeeeeeee ee M-Meeeeeeeeeeeeeeeee[88]
M8 | M8 | Meeee (%) | Mee |
---|---|---|---|
Me | Me | 88 | [88] |
Me | MM8MM=MM8 | 88 | [88] |
Me | eMe | 88 | [88] |
Me | MM8MM8MMe | 88 | [88] |
Me | MM8Me | 88 | [88] |
Me | Me | 88 | [88] |
Me | Me | 88 | [88] |
(MM8)8 | 88 | [88] | |
(MM8)8 | 88 | [88] | |
(MM8)8M(MM8)8 | 88 | [88] | |
(MM8)8MM(MMe)(MM8)8 | 88 | [88] |
Meeeeeeeee ee eeeeeee eeeee 88 eeeeee eeeeeeeeeeee eeee 8-(eeeeeeee)eeeeeeeeeeeeeee (88) ee eeeeeee eee eeeeeeeeeeeeeeeee eeeeee 88 (Meeeee 88).[88] Mee eeeeeeee ee eeeeeee eee ee eee eeeeeeee ee eeeeeeeeeeeee eee ee e eeeee eeeeeeeeeeeeeee/eeeeeeeeeeeeeeeee (88:8) eeeeeee.
Meeeee 88 Meeeeeeee ee Meeeeeee M-(Meeeeeeeeeeeeeeee) Meeeeeeeee Meeee[88]
Meeeeeeeeeeeeeeee eeeeee eeeeeee eeee eeeeeeeeee eeeee eee eeee ee eeeeeeee eeee eee eeeeee eeeeeeee ee eeeeeeee eeee eeeeeeeeeeee ee eee eeeeeeee ee eeeeeeeee eeeeeee ee 8-eeeeeeeeeeeeeee eeee, ee eeeeeeeeeeee eeee eee eeeeeeeee ee eee eeeeeee eeeeeeeeee 88 (Meeeee 88).[88] Meeeeeee 88 eee eeee eeeeeeee eee eee eeeeeeeeeee ee eeeeeeeeee eeee eeeeeeeee eeeeeeeeee eeeeee eeeeeeeeee eeee.
Meeeee 88 Meeeeeeee ee ee M-(Meeeeeeeeeeeeeeee) Meeeeeeeee Meee Meeeeee eeee Meeeeee[88]
Meeeee eee eeee eeeeeeee eeeeeeeeee eee eeeeeeeeee eeee eeeeeeeeeee eeeeee ee eeee eee eeeeeeeeeeeee M—M eeeeeeeee eeeeeeeeeee. Meee, eee M-eeeeeee eeeeee 88 eeee eeee ee 88, eeeee eeeeeeeee eeee eeeeeeeeeeee eeeeee eeeee ee eee eeeeeeee ee Müeee'e eeee (Meeeee 88).[88]
Meeeee 88 Meeeeeeee ee M-(Meeeeeeeeeeee) Meeeee Meeeee[88]
Meee eeeeeeeee eeee eeeeeeeeeeeeeee, M-(eeeeeeeeeeeeee)eeeeeeeeeee (88) eeeeeeeee eee eeeeeeeeeeeee eeee eeeeeeee eeeeeeee ee eeee, eeeee eeeeee eeee eeeeeeeee 88 ee eeee M-(eeeeeeeeeeeee)eeeeee 88 (Meeeee 88).[88]
Meeeee 88 Meeeeeeee ee Meeee Meeeee[88]
Meeeeeeeeeee Meeeeeeee
{(8M)-8-[(Meeeeeeeeeeeee)eeeee]eeeee}eeeeeeeeee 88; Meeeeee Meeeeeeee:[88]
MMMMMMM: Meeeeeeeeeeeeee ee eeeeee eeeeeeeee eee eee eeee-eeeeee ee eee. Me ee eeeeeeeee ee eeee, eeee, eee eeeeee eeeeeeeee.
M-(Meeeeeeeeeeeee)eeeeeeeeeee (88; 88.8 e, 888 eeee) eee eeeeeeeee ee eee Me8M (888 eM) eeeee e M8 eeeeeeeeee. Meeeeeeeeeeeeee (8.88 e, 888 eeee) eee eeeee eeeeeeee ee eee eeeeeeeeee eeeeeee eeeeeee ee 8°M; eee eeeeeee eee eeee eeeeee ee ee eee eeeeeee eee 8 e. Mee eeeeeeeeeee eee eeeeeee ee eeeeeeeeee eee eee eeeeeeee eeeeeeeeee eeee M-(eeeeeeeeeeeee)eeeeeeeeeeeee (888 eeee) eee eeeee eeeeeeee ee e eeee ee eee eeeeeeee 88 (88 eeee) ee eee Me8M. Meeee eeeeeeee eee 8 e eeeee M8, eee eeeeeee eee eeeeee eeee 8 M MMe eee eee eeeeeee eeeee eee ee-eeeeeeeee eeee Me8M (8 ×). Mee eeeeeeee eeeeeee eeeeee eeee eeeee (Me8MM8) eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee. Mee eeee eeeeeee eee eeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeee eee, eeeeeee/MeMMe 8:8) ee eeee eee eeeeeeeee; eeeee: 88–88%.
References
[13] | Meeeeeee, M.; Meeee, M.; Meeee, M.; Meeeeee, M., Meeeeeeeeee, (8888) 88, 8888. |
[14] | Mee, M.; Meee, M.; Meeeeeee, M.; Mee, M.; Meeeeeeee, M.; Meeeeeee, M.; Meeee, M.; Meeee, M.; Meeee, M.; Meeeeeee, M.; Meeeee, M.; Meeeee, M.; Meeeeee, M.; Meeeee, M.; Meeeeeee, M.; Meeeeeee, M., Meeeee., Meeeeeeeee., Meeeeee., (8888) 88, 8888. |
[15] | Mee, M.; Meee, M.; Meeeeeee, M.; Mee, M.; Meeeeee, M.; Meeeeeee, M., Meeeeeeeeeee, (8888) 88, 888. |
[16] | Mee, M.; Meee, M.; Meeeeeee, M.; Mee, M.; Meeeeeeee, M.; Meeeeeee, M.; Meeee, M.; Meeee, M.; Meeee, M.; Meeeeeee, M.; Meeeee, M.; Meeeee, M.; Meeeeee, M.; Meeeee, M.; Meeeeeee, M.; Meeeeeee, M., Meeeee. Mee. Meee., (8888) 88, 888. |
[17] | Meeee, M.; Meeeeee, M.; Meeeeeee, M.; Meee, M.; Meeeeeee, M.; Meeeeeee, M.; Meeeee, M., Meeeee. Mee. Meee., (8888) 88, 8888. |
[18] | Meeee, M.; Meeeeee, M.; Mee, M.; Meee-Meeeee, M.; Meeee, M.; Meeeeee, M., Mee. Meeeee. Meee., (8888) 8, 8888. |
[19] | Meeee, M. M.; Meeeeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[20] | Meeeeee, M.; Meeee, M.; Meeeee, M.; Meeeee, M., Meeeeeeeeee, (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 88e8, 888.