Formal total synthesis of neocarzinostatin chromophore |
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| Authors: | Kobayashi Shoji Hori Makiko Wang Guang Xing Hirama Masahiro |
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| Institution: | Department of Chemistry, Graduate Schools of Science, Tohoku University, Sendai 980-8578, Japan. koba@c.s.osakafu-u.ac.jp |
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| Abstract: | reaction: see text] An efficient route to the neocarzinostatin chromophore aglycon has been developed. The present strategy involves a stereoselective intramolecular acetylide-aldehyde cyclization to form the C5-C6 bond, followed by efficient installation of alpha-epoxide, naphthoate, and carbonate functionalities. The C8-C9-olefin was introduced by using the Martin sulfurane dehydration reaction to furnish the highly reactive aglycon. |
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