Specific catalysis of ester hydrolysis by a new water-soluble heterocyclophane
Specific catalysis of ester hydrolysis by a new water-soluble heterocyclophane
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新型水溶性杂环芳酯对酯水解的特异性催化
DOI：
10.1002/chin.197823120
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发表时间：
1978
期刊：
影响因子：
--
通讯作者：
K. Yamamura
中科院分区：
文献类型：
--
作者：
T. Tabushi;Y. Kimura;K. Yamamura
^ 4 2+ Cu, Cl2+ 2HC1(2) carbon monoxide is rapidly oxidized to carbon dioxide under these conditions, the low reaction temperature apparently slows down this oxidation relative to the hydroxypalladation, and a 37% conversion of ethylene to ß-propiolactone is realized. Since copper (I) can be reoxidized to copper (II) by air, this represents a unique catalytic synthesis of/3-lactones from olefin, carbon monoxide, and water.The stereochemistry of the hydroxypalladation step was determined by using the bis (ethylene) palladium (II) chloride complex 3 obtained from cis-1, 2-dideuterioethylene. 14 Thus, the reaction in water-acetonitrile in the presence of carbon monoxide afforded irans-2, 3-dideuterio-/3-propiolactone (6): NMR (CDC13 4.3 (d, J= 4 Hz), 3.8 (d, J= 4 Hz). 15 The insertion of carbon monoxide into a carbon-palladium bond (4—* 5) is known16 to proceed with retention of configuration at carbon; therefore, the hydroxypalladation step (3-* 4) must proceed with trans stereochemistry.
