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Figadère, B.; Franck, X., Science of Synthesis, (2005) 26, 276.
The reaction of alkyllithium reagents with dimethylacetamide[213] has been extended to other N,N-dimethylamides for the case of primary alkyllithium reagents to give ketones 53 (Scheme 50).[223]
Meeeee 88 Meeeeeee ee Meeeeeeeeeeee Meeeeeee ee M,M-Meeeeeeeeeeee[888]
Meeee eee eeeeeee eeeeeee ee eee eeeeeeee ee eeeeeeeeeeee eeeeeeee ee eeeeee eeee ee eeeee eeeeeee eeee eeeeeeeeee eeeee eee eeeeeeeee[888] ee eeeeeeeeeeeeeeeeee[888] eee ee M-eeeeeee-M-eeeeeeeeeeee (Meeeee 88).[888,888–888] Mee eeee eee eee eee eeeeee eeee eeeee eeee ee eeee eeeeeeee eee eeee eeee ee eeeeeeeee eeeeee ee eeeeeee 88 eeee eee eeeeeeee ee eee ee e eee eeeeeeeeeee (8°M) ee eeeeeee eeeee ee eeeeeeeeeeeeeee.
Meeeee 88 Meeeeeee ee Meeeeeeeeeeee Meeeeeee ee M-Meeeeee-M-eeeeeeeeeeee[888]
Meeeeee eee eeeeee eeee Meeeeee eeeeee, eeeeeee M-[eeee(eeeeee)eeeee]-eeeeeeeeeee eeeeeeeeee eee eeeeeee eeeee eeeee eeee 8 eeeeeeeeeee ee eeeeeeeeeeee eeeeeee ee eeeeeeeeeeeeeee ee –88°M ee eeeeee eee eeeeeeee eeeeeee ee eeee eeeeee.[888] M-Meeeee eeeeeee eeee eeee eee eeeeeeeeeeeee eeeeeee eeee eeeeeee ee eeeeeeeeeeeee ee eeeeeeeeeeeeeee ee 8°M.[888]
Meeeeeeeeeee Meeeeeeee
8-Meeeeeeeeeee-8-eee [88, M8 = Me; M8 = (MM8)8eMe]; Meeeeee Meeeeeeee:[888]
M,M-Meeeeeeeeeeeeeeeeee (88.8 e, 888 eeee) ee Me8M (888 eM) eee eeeee eeee 8.8 e ee e 8.88 M eeee ee eMe(MM8)8Me ee Me8M (888 eM, 8.88 eee) eeeee M8 ee –88°M. Mee eeeeeeeeeee eee eeee eeeeeee ee eeeeeeee eeeeeeeee eeee 8 e ee ee eeeee eeeeeeee eee eeeeeeeee. Mee eeee eee eeee eeeeee ee –88°M eee eeee eee. ee MM8Me eeee (888 eM) eee eeeee. Mee eeeeeee eee eeeeeee eee 88 eee, eee eee Me8M eeeee eee eeeeeeeee, eeeeee eeee 8 M ee MMe eee M8M, eee eeeee. Meeeeeeeee eee eeeeeeeeeee ee eee eeeeeee eeeee eeeeeee eeeeeeee eeee e eeeeeeeee eeeeee eeeeeee eeee eee eeeeeeeee; eeeee: 88.8 e (88%); ee 88–88°M/88 Meee.
8-Meeeeeeeeeeeeeee-8-eee (88, M8 = Me; M8 = Me); Meeeeee Meeeeeeee:[888]
MeMe (8.8 eeee) eee eeeee ee e eeee ee M-eeeeeee-M-eeeeeeeeeeeeeeeeeeeeeeeeeeee (8.888 e, 8 eeee) ee eee MMM (88 eM) ee 8°M. Mee eeeeeee eee eeeeeee 8°M ee eee 88 eee eee eeee eeeeee eeee 8% eeeeeeeeee MMe ee 8°M eee eeeeeeeeeee eeeeeee eeeee eee Me8M/MM8Me8 (8:8). Mee eeeeeee eeeeeee eee eeeee (Me8MM8), eeeeeeee, eee eeeeeeeeee ee eeeee. Mee eeeeeee eee eeeeeeee ee eeeeeeeeeee MMM (eeeeee eee); eeeee: 8.888 e (88%).
References
| [213] | Meeee, M. M., M. Meee. Mee., (8888), 8888. |
| [214] | Meee, M.; Meeeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [223] | Meee, M. M.; Meeee, M., M. Mee. Meee., (8888) 88, 888. |
| [224] | Meeeeeeêeee, M.; Meeeeeee, M.; Meeeeee, M., Meeeeeeeeee Meee., (8888), 8888. |
| [225] | Meeee, M.; Meee, M. M.; Meeeeeeee, M.; Meeee-Meeeeeeee, M.; Meeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
| [226] | Meeeeeee, M.; Meeeee, M.; Meeee, M., Meeeeeeeeee Meee., (8888) 88, 888. |
| [227] | Mee, M.-M.; Mee, M.-M.; Meee, M.-M.; Meee, M.-M.; Meee, M.-M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [228] | Meeeeeeee, M. M.; Meeeeee, M. M.; Meeeeeee, M. M., Mee. Meee., (8888) 8, 8888. |
| [229] | Meeeee, M. M.; Meeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [230] | Meeeeee, M. M.; Meeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
| [231] | ee ee Meeee, M. M.; Meeeee, M.; Meeeeee, M. M.; Meeeee Meeee, M. M.; Meeeeee-Meeeee, M., M. Mee. Meee., (8888) 88, 8888. |
| [232] | Meeeeeeee, M.; Meeee, M. M.; Meeeeeee, M. M.; Meeeee, M.; Meeeee, M. M. M., Meeeeeeeeee, (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 88/8, 888.
- 8.Meeeee-Meee, (8888) 8/8e, 888.
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