Science of Synthesis

Phillips, A. J.; Love, C. E., Science of Synthesis, (2007) 20, 254.

Zinc enolates are also known to undergo Claisen rearrangement. For example, the addition of α-halo allylic esters to suspensions of zinc dust in aromatic solvents such as benzene and toluene at temperatures around 80–140°C results in [3,3]-sigmatropic rearrangement to give γ,δ-unsaturated acids (‌Scheme 20‌).[‌54‌]

‌Meeeee 88‌ Mee Meeeeeeeeee–Meeeeee Meeeeeeeeeeee[‌88‌]

‌Meeeeeeeeee 88‌

Meeeeeee eeee eeeeeeee eee eeee eeeeeee eeeeeeeeeee, eeeeeeee eee ee eeeee eeeeeeee eeeeeeeeee eeee eeeeee eeeeeee ee eeeeeeeeeeee, eee eee ee eeee eeeeeeee, eeeeeeeee ee eeeeeeeeeeeeeee ee eeeee eeeeeeeeeeee, ee e eeeeeeee eeeeee eee eee eeeeeeeee ee γ,δ-eeeeeeeeeee eeeee eeeee (‌Meeeee 88‌). Meeeeeee eeeeeeeee eeeeeeee eeeeeeee eeeeeeeeee eeeeee, eee eeeeeeee ee eeee eeeeeeeee eeee eeee(MM) eeeeeeee ee eeeeeeee ee eee eeeeeeeee Meeee eeee (e.e., ee eee eeeeeeeeeee ee ‌88‌). M eeeeee ee eeeeeeeeeeee ee eeee eeeeee eeee eeee eeeeeeeee.[‌88‌–‌88‌]

‌Meeeee 88‌ Mee Meeeeee Meeeeeeeeeeee ee Meee eee Meeeeeeee Meeeeeee[‌88‌–‌88‌]

‌Meeeeeeeeee 88‌

Meeeeeeeeeee Meeeeeeee

Meeeeeeeee Meee Meeeee, e.e. ‌88‌; Meeeeee Meeeeeeee:[‌88‌]

MMMMMMM: Meeeeeeeeeee ee eeeeeeeee ee eeeee, eeeeeeee, ee eeee, eee ee eeeeee eeeee ee eeeeeeeeee.

Meeeeee eeeeeeee MMM (8.8 eeee) ee MMM (8 eM) eee eeeee ee e eeeeeee eeeeeee ee eee eeeeeee eeeee (8 eeee) eee eee eeeeeeeeeeeee eeeee eeee (8.8 eeee) ee eee MMM ee −88°M. Mee eeeeeee eee eeeeeee ee eeee ee ee eeeeeeeee. Mee eeeeeeeee eeeee eeee eee eeeeeee eeee Me8M eee eeeeeeeeee eeee 8 M MMe. Meeee eeeeeeeeee ee eee eeeeeee eeeee, eee eeeee M-eeeeeeeee eeeee eeeee eeee eeeeeeeee eeeeeeee eeee eee eeeeee eeeeee ee eeeeeeee ee e eeee ee MM8M8 ee Me8M. Meeee eeeeeeeeeee ee eee eeeeeee, eee eeeee eeeeeee eee eeeeeeee ee eeeee eeeeeeeeeeeeee (MeMMe/eeeeeee).

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) M 8-8, 888.
• 8.Meeeee-Meee, (8888) M 88e, 8888.
• 8.Meeeee-Meee, (8888) M 88e8, 888.