Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5218915 | Tetrahedron | 2013 | 4 Pages |
Abstract
The enantiospecific synthesis of desthiochetomin, a putative biosynthetic intermediate of the epidithiodioxopiperazine natural product chetomin, is described. A diastereoselective N-alkylation was employed to form the key C3-N1â² bond of the heterodimeric indoline core, followed by peptide coupling and dioxopiperazine cyclization with the requisite N-methyl amino acids. A related sarcosine-derived dioxopiperazine was prepared in the same manner. The first proposed biosynthesis of chetomin is also detailed in the text.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Timothy R. Welch, Robert M. Williams,