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Short total synthesis of (+)-madindolines A and B
Tomoyasu Hirose1, Toshiaki Sunazuka, Tatsuya Shirahata
1The Kitasato Institute and School of Pharmaceutical Sciences, Kitasato University, and CREST, The Japan Science and Technology Corporation (JST), Minato-ku, Tokyo 108-8642, Japan.
Organic Letters
|February 15, 2002
Abstract:
[reaction: see text] 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.