Total synthesis of batzelladine D |
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| Authors: | Ishiwata Takanori Hino Tomoyuki Koshino Hiroyuki Hashimoto Yuichi Nakata Tadashi Nagasawa Kazuo |
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| Institution: | Institute of Molecular and Cellular Biosciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-0032, Japan. |
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| Abstract: | structure: see text] Stereoselective total synthesis of batzelladine D was accomplished in 15 steps. This synthesis features (i) successive 1,3-dipolar cycloaddition reactions to form the 2,5-disubstituted pyrrolidine ring system, (ii) esterification of the side chain to the bicyclic guanidine carboxylate, a common synthetic intermediate of batzelladine alkaloids, and (iii) tricyclic guanidine formation under the Mitsunobu reaction conditions. |
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