Highly Regioselective Palladium‐Catalyzed Carboxylation of Allylic Alcohols with CO2 |
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| Authors: | Dr Tsuyoshi Mita Yuki Higuchi Prof?Dr Yoshihiro Sato |
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| Affiliation: | 1. Faculty of Pharmaceutical Sciences, Hokkaido University, Nishi 6, Kita 12, Kita‐ku, Sapporo 060‐0812 (Japan), Fax: (+81)?11‐706‐3722 http://gouka.pharm.hokudai.ac.jp/FSC/jpn/page/top_page.htm;2. ACT‐C, Japan Science and Technology Agency (JST), Sapporo 060‐0812 (Japan) |
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| Abstract: | 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 (1 atm). This carboxylation proceeded in a highly regioselective manner to afford branched carboxylic acids predominantly. The β,γ‐unsaturated carboxylic acid thus obtained was successfully converted into an optically active γ‐butyrolactone, a known intermediate of (R)‐baclofen. |
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| Keywords: | allylic compounds carbon dioxide carboxylation carboxylic acids umpolung |
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