| Literature DB >> 29846077 |
Emma K Davison1, Paul A Hume1, Jonathan Sperry1.
Abstract
A biomimetic thio-Diels-Alder reaction between a dienylthiadiazole and 3-thioisatin leads to the Isatis indigotica-derived alkaloid (1), along with its diastereomer 2. This synthetic study, supported by molecular modeling, establishes the viability of the proposed biosynthesis by thio-Diels-Alder cycloaddition, a very rare reaction in nature. Moreover, the results described infer that the diastereomer 2 is an as-yet undiscovered natural product present in Isatis indigotica.Entities:
Year: 2018 PMID： 29846077 DOI： 10.1021/acs.orglett.8b01321
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005