You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via3.4.7.1.1 Variation 1: Substitution Reactions
Please login to access the full content or check if you have access via
Heaney, H.; Christie, S., Science of Synthesis, (2004) 3, 601.
One of the most useful reactions that copper chemistry can facilitate, and one that emphasizes dramatically the advantages of employing copper, is the conversion of acid chlorides into ketones. This type of reaction is highlighted in several sections of this chapter, but Gilman cuprates are also efficient. A simple example is the reactions of diphenylcoppermagnesium bromide with acetyl chloride to give acetophenone (Scheme 441).[240] An interesting extension of this simple protocol has allowed the synthesis of oxo esters from the corresponding acid chlorides.[243]
Meeeee 888 Meeeeeeee ee Meeeeee eeee Meeeeeeeeeeeeee[888]
Meeeee- eee eeeeeeeeeeeeeee eeeeeee ee eeeeeeee ee eee ee eee eeeeeeeee ee eeeeeeeeeeee eeeeeeeee. Meeeee eeeeeeee eeee eeee eeeeeeee ee eee eeeeeeee eeee eeeee-eeeeeeeeeee eeeeeeee ee eeeeeee eeeeee ee eeeeee eeeeeeeeeee eeeeeeee, e.e. 888 (Meeeee 888).[8888] Meeee eeeeeeeeeeee ee eee eeeeee eeeeeee ee eee eeeeeee, ee eeee e eeeeeeeeeeeeeee eeeeeee, eee eeee eeeeeeee; eeeeeee, eeee eeee eee eeeeee ee ee eeee ee eee eeeeeee-eeeeeeeeeee eeeeeee.
Meeeee 888 Meeeeeee ee Meeeeeeee Meeeeeee eeee Meeeeeeeeeeeeee[8888]
Mee ee eeeeeeeeeee ee e eeeeeee eeeee eee eeee eeee eeeeeeeee.[8888] Meee, eee ee e eeeeee β-eeeeeee eeeeee eeeeee ee eee eeeeeeeeeeeeeeee eeeeeeee eeeeeeee eeeeee, eeeee eee eeeeeeee ee eee eee ee (+)-eeeeeeeee (Meeeee 888).
Meeeee 888 Meeeeeee ee e β-Meeeeee eeee e Meeeeeeeeeeee[8888]
Meeeeee eeeeeeeeeeee eeeeeeeee eee ee MM8′ eeeeeee eee eeee eeeeeeee eeee Meeeee eeeeeeee. Meee, eee eeeeeeeeeeeeeee ee eeeeeeeeeeee ee ee eeeeee ee eeeee ee eee eeeee-eeeeee (Meeeee 888).[8888]
Meeeee 888 Meeeeee Meeeeeeeeeee ee e Meeee Meeee eeee Meeeeeeeeeeeeee[8888]
Meeeeeeeeeee Meeeeeeee
8-[Meeeeeee(eeeeee)eeeee]-8-eeeeeeeeeee-8-ee (888, MeM88 = MeMe8Me); Meeeeee Meeeeeeee:[8888]
MeMe (88.8 eM, 88.8 eeee) eee eeeee eeeeeeee ee e eeeeeee ee MeM (8.88 e, 8.88 eeee) ee eeeee Me8M (88 eM) ee −88°M. Meeee eeeeeeee eee eeeeeee ee −88°M eee 8 e, (M)-8-[eeeeeeee(eeeeee)eeeee]-8,8-eeeeeeeeeee (8.88 e, 8.88 eeee) ee eeeee Me8M (8 eM) eee eeeee eeeeeeee. Mee eeeeeeeee eeeeeee eee eeee eeeeeee ee −88°M eee 8 e eee eeee eee 88 e eeeeeee ee ee. Mee. MeMMM8 (88 eM) eee eeee eeeeee eeee eee eeeeeee, eee eeeeee eeeeeeeee, eee eee eeeeeee eeeee eeeeeeeee eeee Me8M (8 ×). Mee eeeeeeee Me8M eeeeeeeee eeee eeee eeeeee eeee eee. MeMMM8, eeeee (MeMM8), eee eeeeeeeeeeee ee eeeee. Meeeeeeeee ee eeeeee eeeeeeeeeeeeee (Meeeeeee, eeeeeeeee eeeee/Me8M 88:8) eeee 888 (MeM88 = MeMe8Me) ee e eeeeeeeee eeeeee; eeeee: 8.88 e (88%).
References
[240] | Meeeee, M. M.; Meeee, M. M. M. M.; Meeeeeee, M.; Meeeeeeee, M. M. M.; Meeee, M. M.; Meee, M. M., M. Meeeeeeee. Meee., (8888) 888, 888. |
[243] | Meeeeee, M.; Meeeeeeeee, M.; Meeeeeee, M.; Meeee, M., Meeeeeeeeee, (8888) 88, 88888. |
[1338] | Meee, M.; Meeeeeee, M.; Meee, M.; Meeeeeeee, M.; Meeeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[1557] | Meeeeee, M. M.; Me, M.; Meeeeeeeeee, M. M.; Meeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[1558] | Meee, M.; Meeeee, M.; Meeeeeeee, M.; Meeeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 88e, 8888.