Modified Julia-Kocienski Reagents for a Stereoselective Introduction of Trisubstituted Double Bonds: A Formal Total Synthesis of Limazepine e and Barmumycin

Journal of Organic Chemistry 2018
Guna Sakaine, Gints Šmits

A formal total synthesis of pyrrolo[1,4]benzodiazepine anticancer antibiotic family member limazepine E is described. The synthesis features a stereoselective introduction of a trisubstituted double bond using novel sterically demanding Julia-Kocienski reagents, allowing the number of linear steps to be significantly reduced. The potential of the newly developed reagents has also been demonstrated by the formal total synthesis of barmumycin.

DOI
10.1021/acs.joc.8b00643
Hipersaite
https://pubs.acs.org/doi/10.1021/acs.joc.8b00643

Sakaine, G., Šmits, G. Modified Julia-Kocienski Reagents for a Stereoselective Introduction of Trisubstituted Double Bonds: A Formal Total Synthesis of Limazepine e and Barmumycin. Journal of Organic Chemistry, 2018, Vol.83, Iss.9, 5323.-5330.lpp. ISSN 0022-3263. Pieejams: doi:10.1021/acs.joc.8b00643

Publikācijas valoda
English (en)