Asymmetric total synthesis of natural (-)-and unnatural (+)-steganacin : Determination of the absolute configuration of natural antitumor steganacin |
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| Authors: | Kiyoshi Tomioka Tsuneo Ishiguro Yōichi Iitaka 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: | A virtually complete asymmetric control in the synthesis of 2,3-disubstituted butan-4-olide (10) was demonstrated by employing the butenolide (12) as the chiral acceptor for the conjugate 1,4-addition. Highly efficient asymmetric total synthesis of natural (-)- and unnatural (+)-steganacin was accomplished. The absolute stereostructure of natural antitumor steganain was determined to be 1. |
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