The deconjugation of α,β-unsaturated acid chlorides in the presence of triethylamine and benzyl alcohol in CH 2 Cl 2 affords the corresponding β,γ-unsaturated benzylic esters in high yield and under mild conditions. Moreover by treatment of benzyl 2-bromo-3-methyl-3-butenoate 8 with benzylamine in the presence of trimethylamine, the corresponding benzyl 2-benzylamino-3-methyl-3-butenoate 9 is obtained in good yield.
Cardillo G., De Simone A., Mingardi A., Tomasini C. (1995). Synthesis of β,γ-Unsaturated Esters from α,β-Unsaturated Acid Chlorides. SYNLETT, 1995(11), 1131-1132 [10.1055/s-1995-5199].
Synthesis of β,γ-Unsaturated Esters from α,β-Unsaturated Acid Chlorides
Mingardi A.Investigation
;Tomasini C.Ultimo
Writing – Original Draft Preparation
1995
Abstract
The deconjugation of α,β-unsaturated acid chlorides in the presence of triethylamine and benzyl alcohol in CH 2 Cl 2 affords the corresponding β,γ-unsaturated benzylic esters in high yield and under mild conditions. Moreover by treatment of benzyl 2-bromo-3-methyl-3-butenoate 8 with benzylamine in the presence of trimethylamine, the corresponding benzyl 2-benzylamino-3-methyl-3-butenoate 9 is obtained in good yield.File in questo prodotto:
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