Synthesis and Reactivity of β, γ-Dihalogenated Unsaturated Acids: Application to the Synthesis of 4-Substituted 5H-Furan-2-ones

S Lamandé-Langle, SI Ngi, E Anselmi, H Allouchi…

Index: Lamande-Langle; Ngi, S. Inack; Anselmi; Allouchi; Duchene; Abarbri; Thibonnet Synthesis, 2011 , # 1 p. 154 - 160

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Abstract

The control of the temperature in the reaction is very important. A high temperature causes the lowering of the regioselectivity and increases the formation of by-products. On the other hand, a low temperature (<0 ˚C) inhibits the reaction. The optimal conditions were determined for 6 mmol of buta-2,3-dienoic acid diluted in Et 2 O (40 mL) with 1.5 equivalents of XY (0.15 M, Et 2 O) at 4 ˚C for a time period of 24 to 45 hours (Table [¹] ). ... As expected with the ...

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