Asymmetric addition of arylboronic acids to glyoxylate catalyzed by a ruthenium/Me-BIPAM complex |
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| Authors: | Yamamoto Yasunori Shirai Tomohiko Miyaura Norio |
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| Institution: | Division of Chemical Process Engineering, Graduate School of Engineering, Hokkaido University, kita 13, nishi 8, Sapporo 060-8628, Japan. yasuyama@eng.hokudai.ac.jp |
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| Abstract: | The enantioselective synthesis of α-hydroxy esters by ruthenium-catalyzed 1,2-addition of arylboronic acids to tert-butyl glyoxylate is described. The use of RuCl(2)(PPh(3))(3) with (R,R)-Me-BIPAM gave optically active mandelic acids of up to 99% ee. Addition of a fluoride salt such as potassium fluoride (KF) or caesium fluoride (CsF) was effective for achieving high enantioselectivities. |
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