The hydrohalogenation reaction of 1-alkyl substituted 1,2-allenyl carboxylic acid esters (1) with MX (M= Na, or Li, X= Cl, Br, I) afforded a mixture of β,γ-unsaturated 3-halo–3-alkenoates (2) and Q,P unsaturated 3-...The hydrohalogenation reaction of 1-alkyl substituted 1,2-allenyl carboxylic acid esters (1) with MX (M= Na, or Li, X= Cl, Br, I) afforded a mixture of β,γ-unsaturated 3-halo–3-alkenoates (2) and Q,P unsaturated 3-halo-2-alkenoates (3) in HOAc, while using a mixture of HOAC-CF3CO2H (1:1) or CF3C2H as the reaction medium the corresponding reaction cleanly produced β,γ -unsaturated 3-hale3-alkenoates (2) as the sole products in high yields. The subsequent coupling reactions were studied.展开更多
基金National Natural Science Foundation of China (No. 29525202)Shanghai Municipal Cormnittee of Science and Technology (No. 98QA14001).
文摘The hydrohalogenation reaction of 1-alkyl substituted 1,2-allenyl carboxylic acid esters (1) with MX (M= Na, or Li, X= Cl, Br, I) afforded a mixture of β,γ-unsaturated 3-halo–3-alkenoates (2) and Q,P unsaturated 3-halo-2-alkenoates (3) in HOAc, while using a mixture of HOAC-CF3CO2H (1:1) or CF3C2H as the reaction medium the corresponding reaction cleanly produced β,γ -unsaturated 3-hale3-alkenoates (2) as the sole products in high yields. The subsequent coupling reactions were studied.
