The first total synthesis of (+)-(Z)-laureatin |
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| Authors: | Masashi Sugimoto Hisahiro Hagiwara |
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| Affiliation: | a Graduate School of Science and Technology, Niigata University, 2-Nocho, Ikarashi, Niigata 950-2181, Japan
b Faculty of Engineering, Niigata University, 2-Nocho, Ikarashi, Niigata 950-2181, Japan |
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| Abstract: | The stereoselective total synthesis of (+)-(Z)-laureatin is described. The 3,8-dioxabicyclo[5.1.1]nonane skeleton possessing trans-orientated alkyl substituents at the α,α′-positions to the ether linkage was stereoselectively constructed via formation of the oxetane arising from 4-exo cyclization of hydroxy epoxide existing on the oxocene core. |
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| Keywords: | (+)-Laureatin Oxocenes Medium-ring heterocycles Cyclization Hydroxy epoxides |
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