32 Gliotoxin-Sporidesmin関連化合物の合成研究

概要

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The epidithiodiketopiperazine structure is a common functionality in the natural products of the gliotoxin-sporidesmin class. Although a few simple epidithiodiketopiperazine derivatives have been synthesized, a general method of the synthesis is lacking. We will report a method (i.e. the sequence 1a & b→2→4→8 and the sequence 1a & b→2→4→9→10), which is expected to be generally useful for the synthesis of this functionality. Based on this new method, the first total synthesis (i.e. the sequence 11→13→14a→15→17a 14b→16→17b→18) of dehydrogliotoxin 18, the metabolite of Penicillium terlikowskii, and the formal stereospecific total synthesis (i.e. the sequence 19→20→21 22→23→24→25→26→27→28) of sporidesmin A 28, the major metabolite of Pithomyces chartarum, will be discussed.
天然有機化合物討論会の論文
1973-10-01