Total synthesis of (−)-centrolobine |
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Authors: | Toshiharu Takeuchi |
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Institution: | Department of Chemistry, Faculty of Science, Tokyo University of Science, 1-3 Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan |
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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. |
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Keywords: | Butyllithium 2 6-syn-Tetrahydropyran Cyclization CBS reduction Mitsunobu reaction |
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