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Short Total Synthesis of (+)-Madindolines A and B

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posted on 2002-01-30, 00:00 authored by Tomoyasu Hirose, Toshiaki Sunazuka, Tatsuya Shirahata, Daisuke Yamamoto, Yoshihiro Harigaya, Isao Kuwajima, Satoshi Ōmura
A short and efficient total synthesis of (+)-madindolines A (1) and B (2), potent and selective inhibitors of interleukin 6, has been achieved. The synthesis features a key chelation-controlled 1,4-diastereoselective acylation to generate the quaternary carbon and an intramolecular acylation of allylsilane to build up the cyclopentene unit.

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