Tetrahedron letters

A one pot synthesis of α-(alkoxysilyl) acetic esters

O Andrey, Y Landais, D Planchenault

Index: Andrey, Olivier; Landais, Yannick; Planchenault, Denis Tetrahedron Letters, 1993 , vol. 34, # 18 p. 2927 - 2930

Full Text: HTML

Citation Number: 31

Abstract

Abstract An efficient synthesis of α-(alkoxysilyl) acetic esters by Si H insertion of carbenes, generated by rhodium catalysed decomposition of diazoacetic esters, followed by nucleophilic displacement of Cl by ROH has been developed. Alkylation of these α-silyl carbonyls followed by Tamao oxidation of the C Si bond allow an easy access to terminal diols.

Related Articles:

Synthesis of α-(Alkoxysilyl) acetic esters. A route to 1, 2 diols

[Andrey, Olivier; Landais, Yannick; Planchenault, Denis; Weber, Valery Tetrahedron, 1995 , vol. 51, # 44 p. 12083 - 12096]

Photochemical decomposition of trimethylsilyl diazoacetates in alcohols

[Ando,W. et al. Journal of the American Chemical Society, 1979 , vol. 101, p. 6393 - 6398]

More Articles...