Effects of magnesium salts and amines on the stereoselectivity in the imine aldol reaction |
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| Authors: | Hayashi Kazuhiko Kujime Eiko Katayama Hajime Sano Shigeki Nagao Yoshimitsu |
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| Institution: | College of Pharmacy, Kinjo Gakuin University, 2-1723 Omori, Moriyama-ku, Nagoya 463-8521, Japan. hayashi@kinjo-u.ac.jp |
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| Abstract: | In the imine aldol reactions of 1 with aromatic aldehydes using magnesium salts in the presence of amines, the threo/erythro ratios of products increased in the order Mg(ClO4)2>MgI2>MgBr2>MgCl2>Mg(OTf)2 and N,N,N',N'-tetramethylethylenediamine (TMEDA)>Et3N. This increase in the threo/erythro ratios of products was estimated to be caused by a retro-imine aldol reaction under thermodynamic control. |
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