Concise Access to C2-Ethylidene Pyrrolo[1,4]Benzodiazepine Natural Products

Organic and Biomolecular Chemistry 2023
Zigmārs Leitis, Guna Sakaine, Katrīna Brokāne, Gints Šmits

A 3-step route toward pyrrolo[1,4]benzodiazepine (PBD) antitumor antibiotic class members oxo-prothracarcin and boseongazepine B has been developed. This methodology also enables preparing oxo-tomaymycin in only 4 linear steps representing the shortest total synthesis known to date. The synthesis features an olefination with sterically demanding Julia-Kocienski reagents as the key step.

DOI
10.1039/d3ob01430d
Hyperlink
https://pubs.rsc.org/en/content/articlelanding/2023/ob/d3ob01430d

Leitis, Z., Sakaine, G., Brokāne, K., Šmits, G. Concise Access to C2-Ethylidene Pyrrolo[1,4]Benzodiazepine Natural Products. Organic and Biomolecular Chemistry, 2023, Vol. 21, No. 45, pp.9061-9064. ISSN 1477-0520. Available from: doi:10.1039/d3ob01430d

Publication language
English (en)