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A chemoenzymatic synthesis of aromatic carboxylic acid vinyl esters |
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| Authors: | Kohji Ishihara Nobuyoshi Nakajima Toshiyuki Itoh Hitomi Yamaguchi Kaoru Nakamura Tsutomu Furuya and Hiroki Hamada |
| Institution: | a Department of Chemistry, Kyoto University of Education, Fushimi-ku, Kyoto 612-8522, Japan b Department of Nutritional Science, Okayama Prefectural University, Soja, Okayama 719-1112, Japan c Department of Science Education, Faculty of Education, Okayama University, Tsushima, Okayama 700-8530, Japan d Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan e Department of Applied Science, Okayama University of Science, Ridai-cho, Okayama 700-0005, Japan |
| Abstract: | The practical synthesis of vinyl p-coumarate (vinyl 4-hydroxycinnamate) and vinyl ferulate (vinyl 4-hydroxy-3-methoxycinnamate) was accomplished via a transesterification to the corresponding aromatic acid using vinyl acetate and a catalytic amount of PdCl2, followed by the lipase-catalyzed regioselective alcoholysis in EtOH. |
| Keywords: | Aromatic carboxylic acid Vinyl ester Lipase Flavonoids Regioselective alcoholysis |
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