Total synthesis of biologically active natural products based on highly selective synthetic methodologies
- PMID: 25366310
- DOI: 10.1248/cpb.c14-00474
Total synthesis of biologically active natural products based on highly selective synthetic methodologies
Abstract
Total syntheses of structurally and biologically intriguing natural products relying on new synthetic methodologies are described. This article features cinchona alkaloid-catalyzed asymmetric Morita-Baylis-Hillman reactions, heterocycle syntheses based on rhodium-catalyzed C-H amination and indium-catalyzed Conia-ene reactions, and their utilization for the syntheses of the phoslactomycin family of antibiotics, glutamate receptor agonists and antagonists, and alkaloids with characteristic highly substituted pyrrolidinone core structures.
Similar articles
-
Total synthesis of oxazolomycins.Chem Rec. 2014 Aug;14(4):663-77. doi: 10.1002/tcr.201402009. Epub 2014 Jul 28. Chem Rec. 2014. PMID: 25069829 Review.
-
Total Syntheses of Lycopodium and Monoterpenoid Indole Alkaloids Based on Biosynthesis-Inspired Strategies.Chem Pharm Bull (Tokyo). 2020;68(2):103-116. doi: 10.1248/cpb.c19-00872. Chem Pharm Bull (Tokyo). 2020. PMID: 32009077 Review.
-
Rhodium(II)-catalysed intramolecular C-H insertion α- to oxygen: reactivity, selectivity and applications to natural product synthesis.Org Biomol Chem. 2015 Jun 21;13(23):6419-31. doi: 10.1039/c5ob00311c. Epub 2015 May 12. Org Biomol Chem. 2015. PMID: 25965780 Review.
-
Stereodivergent and Protecting-Group-Free Synthesis of the Helicascolide Family: A Rhodium-Catalyzed Atom-Economical Lactonization Strategy.Angew Chem Int Ed Engl. 2016 May 4;55(19):5765-9. doi: 10.1002/anie.201600632. Epub 2016 Apr 4. Angew Chem Int Ed Engl. 2016. PMID: 27043137
-
Enantio- and stereoselective route to the phoslactomycin family of antibiotics: formal synthesis of (+)-fostriecin and (+)-phoslactomycin B.Chem Commun (Camb). 2009 Oct 21;(39):5907-9. doi: 10.1039/b912267b. Epub 2009 Aug 10. Chem Commun (Camb). 2009. PMID: 19787137
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Medical