Synthesis of multisubstituted 2-(dihydrofuran-2(3H)-ylidene)acetates via intramolecular carboalkoxylation by platinum-olefin catalyst system.
Synthesis of multisubstituted 2-(dihydrofuran-2(3H)-ylidene)acetates via intramolecular carboalkoxylation by platinum-olefin catalyst system.
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DOI：
10.1021/ol702795u
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发表时间：
2008-01
期刊：
影响因子：
5.2
通讯作者：
I. Nakamura;Ching Siew Chan;T. Araki;M. Terada;Yoshinori Yamamoto
中科院分区：
文献类型：
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作者：
I. Nakamura;Ching Siew Chan;T. Araki;M. Terada;Yoshinori Yamamoto
6-（1-烷氧基乙基）己-2-炔酸酯在铂-烯烃催化剂体系存在下环化得到相应的多取代2-（二氢呋喃-2（3 H）-亚基）乙酸酯，产率较高。Z/E选择性受酯基的电子性质控制，2，2，2-三氯乙酯生成Z异构体，而苯酯生成E异构体。
The cyclization of 6-(1-alkoxyethyl)hex-2-ynoates in the presence of a platinum-olefin catalyst system gave the corresponding multisubstituted 2-(dihydrofuran-2(3H)-ylidene)acetates in good to high yields. The Z/E selectivity is controlled by the electronic property of the ester group; the 2,2,2-trichloroethyl ester led to the Z isomer, while the phenyl ester gave the E isomer.