Addition of nitrile oxides to germyl-substituted ethylenes

被引:14
作者
Lukevics, E [1 ]
Arsenyan, P [1 ]
Belyakov, S [1 ]
Popelis, J [1 ]
机构
[1] Latvian Inst Organ Synth, LV-1006 Riga, Latvia
关键词
germanium; hydrogermylation; cycloaddition; isoxazolines-2; X-ray structure;
D O I
10.1016/S0022-328X(98)00419-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
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 beta-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. The structure of products obtained was determined by H-1-NMR spectroscopy and for 11a confirmed by single-crystal X-ray analysis. (C) 1998 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:155 / 161
页数:7
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