Asymmetric total synthesis of (+)-K01-0509 B: determination of absolute configuration |
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Authors: | Tsuchiya Satoshi Sunazuka Toshiaki Hirose Tomoyasu Mori Ryuma Tanaka Toshiaki Iwatsuki Masato Omura Satoshi |
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Institution: | Kitasato Institute for Life Sciences, Graduate School of Infection Control Sciences, Minato-ku, Tokyo 108-8641, Japan. |
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Abstract: | K01-0509 B is a novel natural product which contains a carbamoylated cyclic guanidine. Our asymmetric total synthesis features a Sharpless asymmetric epoxidation and a stereocontrolled construction of the cyclic guanidine via an asymmetric nitroaldol reaction, followed by intramolecular SN2 cyclization. These reactions allowed the cyclic guanidine and the adjacent hydroxy group to be assembled, facilitating the asymmetric total synthesis and determination of the absolute stereochemistry of K01-0509 B. reaction: see text]. |
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