Addition of nitrile oxides to germyl-substituted ethylenes

E Lukevics, P Arsenyan, S Belyakov…

Index: Lukevics; Arsenyan; Belyakov; Popelis Journal of Organometallic Chemistry, 1998 , vol. 558, # 1-2 p. 155 - 161

Full Text: HTML

Citation Number: 15

Abstract

The reactions of [2+ 3] cycloaddition of nitrile oxides to mono-and 1, 2-disubstituted germylalkenes proceed regioselectively and resulted 5-Ge-substituted isoxazolines-2 from triethylvinyl-and triethylallylgermane and 4-Ge-isomers from β-triorganylgermylstyrene and ethyl triorganylgermylacrylates. In the latter case the reaction occurs stereospecifically: Z- germylalkenes give cis-, while E-germylalkenes yield trans-4, 5-substituted isoxazolines. ...