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Figadère, B.; Franck, X., Science of Synthesis, (2005) 26, 271.
Acylation of organolithium reagents with carboxylic anhydrides is not frequently used because of the reactivity with the organometallic of the ketone formed, which gives rise to alcohols. To minimize this side reaction,[194] 2 equivalents of the anhydride (e.g., phthalic anhydride) are used and yields increase to 87%, whereas the use of only 1 equivalent of the anhydride gives the expected ketone in only 35% yield.
Meeeeeeeeeeeee eeeeeeee eeeee eeee eeeeee eeeeeeeeeee eeeeeeeeee ee –88°M ee eee eeeeeeee ee eeeee eeeeeeeeeee–eeeeeee eeeee eeeeeee. Mee eeeeeeeeeeeee eeeeeee 88 eee eeeeeeee ee eeee eeeeee, eeeeeeeeee eeeeeee ee eeeeeeeeeeeeeeeeeeeeee eeeeeee eeeeee eeeeeee (Meeeee 88).[888]
Meeeee 88 Meeeeeeeeee ee Meeeeee eeee Meeeeeeeee Meeeeeeeee eee Meeeeeeeeeeeee Meeeeeee[888]
Meeee eeeeeee eeeeeee eee eeeeeeee ee eeeeeeee ee eeeeeeeeeeeeee eeeeeeee ee eeeeee eeeeeeeeeee ee eeeee eeeeeeeeee.[888,888]
Mee eeeeeeee ee (eeeeeeeeeeeeee)eeeeeee ee eeeeeeeeee eeeeeeeeee eeeee eee eeeeeeeeeeeee eeeeeee ee 88–88% eeeeee.[888]
Meeeeee eeeeeeeeeeeee eeeeeeee, eeeeeeeeeeee eeeeeeee (eeeeeeeeeeeeeeeeeee) eee ee eeee. Meeee eeeeeeee ee eeeeee eeeeeeeee eee eeeeeeeeeee eeeeeeeeee eeeeeeeeee eeeee eeee ee eeeeee eeeeee ee eee eeeeeeeeeeeee eeeeee.[888,888]
Meeeeeeeeeee Meeeeeeee
Meeee-8-ee-8-eee [88, M8 = (MM8)8Me; M8 = Me]; Meeeeee Meeeeeeee:[888]
MeMe (88 eeee) ee eeeeee (88.8 eM) eee eeeeee eeeee ee e eeee ee eee-8-eee (8.88 e, 88 eeee) ee MMM (88 eM) ee –88°M eeeee M8. Mee eeeeeee eee eeeeeee eee 8 e ee –88°M eee MM8•MMe8 (8.88 e, 88 eeee) eee eeeee eeeeeeee. Meeeeeee eee eeeeeeeee eee 88 eee, eee eeee Me8M (8.88 e, 88 eeee) ee MMM (88 eM) eeeeee ee –88°M eee eeeee ee eee eeeeeee. Mee eeeeeee eee eeee ee –88°M eee 88 eee eee 8 M ee MeMM (88 eM) eee eeeee. Mee eeeeeee eee eeeeee ee ee eee eeeeeeeee eeee Me8M. Mee eeeeeeee eeeeeeee eeee eeeeeeeee eeeeee eeee eeeee, eeeee (MeMM8), eee eeeeeeee. Mee eeeeeeee eee eeeeeeeeeeee ee eeeeeeeeeee eee eeeeeeeee; eeeee: 8.88 e (88%).
References
[114] | Meeeeee, M.; Meeeeeeee, M., Meee. Mee., (8888) 88, 8888. |
[159] | Meeee, M. M.; Meeee, M. M., Meeee. Meeeee., (8888) 88, 8888. |
[194] | Meeeee, M. M.; Meeeeeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[195] | Meeee, M. M.; Meeeeeee, M. M., Meeee, M. M.; Meeeeeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[196] | Meeeeee, M. M.; Meeee, M. M., Meee. Meee. Meee, (8888) 88, 888. |
[197] | Meeeeeeeeee, M.; Meeeeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 888. |
[198] | Meeeeeeeeee, M.; Meeeeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 88/8, 888.
- 8.Meeeee-Meee, (8888) M 88e, 888.