Total synthesis of batzelladine D
Total synthesis of batzelladine D
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DOI：
10.1021/ol026303a
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发表时间：
2002-08-22
期刊：
影响因子：
5.2
通讯作者：
Nagasawa, K
中科院分区：
文献类型：
--
作者：
Ishiwata, T;Hino, T;Nagasawa, K
巴茨拉定D的立体选择性全合成经过15步完成。该合成的特征在于（i）连续的1，3-偶极环加成反应以形成2，5-二取代的吡咯烷环系统，（N）侧链酯化为双环胍羧酸酯，双环胍羧酸酯是batzelladine生物碱的常见合成中间体，和（iii）在Mitsunobu反应条件下形成三环胍。
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, (N) 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.