Monatshefte für Chemie/Chemical Monthly

Zum Verhalten von Orthocarbonsäureestern gegenüber Trimethylsilylchlorid,-azid und-cyanid

F Becsi, E Zbiral

Index: Becsi,F.; Zbiral,E. Monatshefte fuer Chemie, 1979 , vol. 110, p. 955 - 978

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Citation Number: 8

Abstract

Abstract The reaction of cyclic orthoesters of cyclohexanes and steroides with trimethylsilylchloride,-azide and-cyanide points out novel, mechanistic aspects as well as remarkable preparative possibilities. The mixture 1 a/1 b of the exo/endo stereoisomers of the cyclic orthoesters derived from cis-cyclohexane-1, 2-diol was transformed to the expected 1-yl-ethanoate 3 of the trans-2-chlorocyclohexan-1-ol. In contrast the reaction of ...