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Total synthesis of (−)-centrolobine
Authors:Toshiharu Takeuchi
Institution:Department of Chemistry, Faculty of Science, Tokyo University of Science, 1-3 Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan
Abstract:Stereoselective synthesis of (−)-centrolobine, an anti-Leishmania agent, was accomplished via an intramolecular Barbier-type reaction of iodo-ester with n- or t-butyllithium followed by Lewis acid-promoted Et3SiH reduction of the resulting hemiacetal.
Keywords:Butyllithium  2  6-syn-Tetrahydropyran  Cyclization  CBS reduction  Mitsunobu reaction
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