Monoallyl succinate

Today high pressure is routinely used especially for sensitive compounds, for example in the total synthesis of reveromycin A described by Shimizu. The sterically-hindered tertiary alcohol 5 was treated with monoallyl succinate 6 under... 

Indium-mediated allylation of cyclic and acyclic acid anhydrides gives w-diallyl esters.203,204 Examples are shown in Scheme 48 the allylation of succinic anhydride or phthalic anhydride with allyl bromide in DMF in the presence of indium metal results in the formation of diallylbutenolides or diallylphthalides. In contrast, monoallylated hydroxy esters are formed exclusively with y-substituted allylic halides. 

Garcia-Martinez, J.A., Zhang, T.M., Villanueva-Penacarrillo, M.L., et al. (1997) In vivo stimulation of insulin release by the monoethyl, monopropyl, monoisopropyl, monoallyl and diallyl esters of succinic acid. Research Communications in Molecular Pathology and Pharmacology, 95,209-216. 

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