A highly efficient asymmetric synthesis of optically active α,β-epoxyaldehydes from α,β-unsaturated acids |
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Authors: | Shiro Terashima Masaji Hayashi Kenji Koga |
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Institution: | Faculty of Pharmaceutical Sciences, University of Tokyo, Hongo, Bunkyo-ku, Tokyo, 113, Japan |
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Abstract: | The bromolactones(3) prepared from α,β-unsaturated acids(1) were converted to optically active α,β-epoxyaldehydes(2(R),3(S)-6)(84–98% ee) by successive epoxide formation and reductive cleavage of the proline moiety. The overall process constitutes a highly efficient asymmetric synthesis of 2(R),3(S)-6 from 1. |
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