Tetrahedron letters

Highly regio-and stereoselective ring-opening reaction of γ-alkenyl-γ-butyrolactones using allylsilanes-trimethyloxonium salt to afford methyl (e)-4, 8-alkadienoates

T Fujisawa, M Kawashima, S Ando

Index: Fujisawa, Tamotsu; Kawashima, Masatoshi; Ando, Shogo Tetrahedron Letters, 1984 , vol. 25, # 30 p. 3213 - 3216

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Citation Number: 18

Abstract

Abstract γ-alkenyl-γ-butyrolactones reacted regio-and stereoselectively with allytrimethyl- silanes in the presence of tethyloxonium tetrafluoroborate to afford methyl (E)-4, 8- alkadienoates in high yields. Synthetic utility of the present reaction was demonstrated by the synthesis of β-sinensal.