Highly Regioselective Palladium-Catalyzed Carboxylation of Allylic Alcohols with CO2

Highly Regioselective Palladium-Catalyzed Carboxylation of Allylic Alcohols with CO2
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DOI:
10.1002/chem.201503359
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发表时间:
2015-11-09
影响因子:
4.3
通讯作者:
Sato, Yoshihiro
Sato, Yoshihiro
中科院分区:
化学2区
文献类型:
--
作者:
Mita, Tsuyoshi;Higuchi, Yuki;Sato, Yoshihiro

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在CO2气氛(1atm)下,以ZnEt2为化学计量转金属试剂,在PdCl2和PPh3的催化作用下,对各种烯丙醇进行了羧化反应。这种羧化反应以高度区域选择性的方式进行,主要得到支化的羧酸。由此得到的,-不饱和羧酸被成功地转化为光学活性丁内酯,这是(R)-巴氯芬的已知中间体。
Various allylic alcohols were carboxylated in the presence of a catalytic amount of PdCl2 and PPh3 using ZnEt2 as a stoichiometric transmetalation agent under a CO2 atmosphere (1atm). This carboxylation proceeded in a highly regioselective manner to afford branched carboxylic acids predominantly. The ,-unsaturated carboxylic acid thus obtained was successfully converted into an optically active -butyrolactone, a known intermediate of (R)-baclofen.