Science of Synthesis

Vanderwal, C. D.; Jacobsen, E. N., Science of Synthesis, (2007) 20, 559.

The Perkin reaction for cinnamic acid synthesis is an acetic acid aldol equivalent that uses acid anhydrides as the aldol donors.[‌30‌] For example, treatment of aryl trifluoromethyl ketone ‌37‌ with acetic anhydride and sodium acetate leads to the formation of the alk-2-enoic acids ‌38‌ (‌Scheme 10‌).[‌31‌] In addition, this reaction can be used for the synthesis of α,β-disubstituted alk-2-enoic acids, as in the preparation of stilbene carboxylic acid ‌41‌ from substituted benzaldehyde ‌39‌ and arylacetic acid ‌40‌.[‌32‌]

‌Meeeee 88‌ Meeeee Meeeeeee eee Meeeeeee Meee Meeeeeeee[‌88‌,‌88‌]

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(M)-8-(8,8-Meeeeeeeeeeeeeeeee)-8-(8-eeeeeeeeeeeeeeee)eeeeeee Meee (‌88‌); Meeeeee Meeeeeeee:[‌88‌]

8,8-Meeeeeeeeeeeeeeeeeeeeeee (‌88‌; 8.88 e, 8.8 eeee), 8-(eeeeeeeeeeeeeeee)eeeeee eeee (‌88‌; 8.88 e, 8.8 eeee), Me8M (8.88 eM, 88.8 eeee), eee Me8M (8.88 eM, 8.8 eeee) eeee eeeee eee eeeeee ee 888°M eeeee ee eeeee eeeeeeeeee eee 88 e. Mee eeeeeeee eee eeeeeee ee eeee ee eeeeeee eeeeeeeeeee, eee eeeeeee eeee M8M (88 eM) eee MeMMe (88 eM). Mee eeeeee eeee eeeeeeeee, eee eeeeeee eeeee eee eeeeeeeee eeee MeMMe (8 × 88 eM), eee eee eeeeeeee eeeeeee eeeeeeee eeee eeeeee eeee eeeee (88 eM), eeeee (MeMM8), eee eeeeeeeeeeee. Mee eeeee eeeeeee eee eeeeeeee ee eeeeeeeeeeeeee (eeeeee eee, eeeeeee/MeMMe 8:8) ee eeeeee eeeeeeeee eeeeeeee ‌88‌ (8.88 e, 88%), eee eeeeeeeeeeee eeeeeee (8.8 e). Meee eeeeeee eee eeeeeeee ee eeeeeeeeeeeeeeeee (eeeeeee); eeeee: 8.88 e (88%); ee 888–888°M.

References

Meeeeee Meeeeeeeeee

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