Palladium??catalyzed allylation of α??hydroxy acids

H Moorlag, JG de Vries, B Kaptein…

Index: Moorlag, Henk; Vries, Johannes G. de; Kaptein, Bernard; Schoemaker, Hans E.; Kamphuis, Johan; Kellogg, Richard M. Recueil des Travaux Chimiques des Pays-Bas, 1992 , vol. 111, # 3 p. 129 - 137

Full Text: HTML

Citation Number: 17

Abstract

Abstract Mandelic and lactic acids are converted to the 1, 3-dioxolan-4-ones by treatment with acetone dimethyl acetal. Deprotonation followed by treatment with an allyl acetate and a catalytic amount (1 mol%) of palladium catalyst afforded the allylated dioxolanones, which could be hydrolyzed to the corresponding α-allyl α-hydroxy acids. The lithium enolate of the dioxolanone of mandelic acid was also coupled with methallyl, cinnamyl, geranyl and (E)- ...