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Synthesis of 8-deoxypumiliotoxin 193H and 9-deoxyhomopumiliotoxin 207O
Authors:Takuya Okada  Taiga Yamamoto  Daiki Kato  Masashi Kawasaki  Ralph A. Saporito  Naoki Toyooka
Affiliation:1. Graduate School of Innovative Life Science, University of Toyama, 3190 Gofuku, Toyama 930-8555, Japan;2. Graduate School of Science and Engineering, University of Toyama, 3190 Gofuku, Toyama 930-8555, Japan;3. Department of Liberal Arts and Sciences, Faculty of Engineering, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan;4. Department of Biology, John Carroll University, University Heights, OH 44118, USA
Abstract:The asymmetric synthesis of 8-deoxypumiliotoxin 193H and 9-deoxyhomopumiliotoxin 207O has been achieved, starting from both enantiomers of (+)- and (?)-10. Enantiomerically pure alcohols (+)- and (?)-10 were obtained by lipase-mediated kinetic resolution of racemic 10, which was prepared in 3 steps from new lactam-type building block (?)-8 in a highly stereoselective manner.
Keywords:Asymmetric synthesis  Neotropical poison frog  Pumiliotoxin  Corresponding authors at: Graduate School of Innovative Life Science, University of Toyama, 3190 Gofuku, Toyama 930-8555, Japan (N. Toyooka).
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