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化学学报
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化学学报 ›› 1978, Vol. 36 ›› Issue (3): 215-220. 上一篇    下一篇

论文

第五、六族元素的有机化合物在有机合成中应用的研究——Ⅱ.烷氧羰基亚甲基三苯基胂与脂族酮的反应及其自身的热裂

黄耀曾1, 戴行义1, 丁维珏2, 陈良3, 杜学梅1, 王绮文1   

  1. 1. 中国科学院上海有机化学研究所;
    2. 上海科学技术大学;
    3. 上海师范大学
  • 投稿日期:1978-02-20 发布日期:2013-06-03

STUDIES ON THE APPLICATION OF ELEMENTO-ORGANIC COMPOUNDS OF THE FIFTH AND SIXTH GROUPS IN ORGANIC SYNTHESES——Ⅱ.REACTION OF CARBOALKOXYMETHYLENE-TRIPHENYLARSINE WITH ALIPHATIC KETONES AND THE PYROLYSIS OF ITSELF

HUANG YAO-TSENG1, TAI HSING-I1, TING WEI-YU2, CHEN LIANG3, TU HSIOH-MEI1, WANG CHI-WEN1   

  1. Shanghai Institute of Organic Chemistry, Academia Sinica
  • Received:1978-02-20 Published:2013-06-03

PDF

880

被引次数

16

从β-羟基酸酯脱水制备α,β-不饱和酸酯的方法中经常伴有β,γ-不饱和酸酯的生成.与此相反,烷氧羰基亚甲基三苯基胂与脂族酮反应,生成纯的α,β-不饱和酸酯.后一反应的产物经核磁共振谱证明系顺、反异构体的混合物.甲氧羰基亚甲基三苯基胂经热裂可得反式丁烯二酸二甲酯和环丙烷1,2,3-三羧酸三甲酯.

In contrast to the classical method for the preparation of α,β-nnsatnrated ester which is always accompanied by the formation of β,γ-nneatnrated ester, reaction of oarboalkoxymethylene triphenylarsine with aliphatic ketones gave pnre α,β-unsaturated esters. NMR spectra showed that the products from the latter reaction are mixtures of cis-and trans-isomers. Pyrolysis of oarbomethoxymethylene triphenylarsine gave methyl fumarate and methyl oyolopropane-1, 2, 3,-tricarboaylate.