Total Syntheses of Arylindolizidine Alkaloids (+)-Ipalbidine and (+)-Antofine
Year: 2010
Type: article
Abstract: This paper presents the first application of two recently developed reactions to natural product synthesis. The first method involves a 6-endo-trig cyclization to prepare a versatile chiral enaminone building block. The second is a direct C-H arylation reaction. As a showcase for the utility of these methods, (+)-antofine and (+)-ipalbidine were synthesized in only 8 steps and 24-26% overall yields.
Source: The Journal of Organic Chemistry
DOI: 10.1021/jo101051w
Authors: Micah J. Niphakis, Gunda I. Georg
Institutions: University of Kansas, University of Minnesota
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
Awards: G139605440, G263662201, G2803696830, Probing Diversity Space with Novel Pilot Scale Libraries, Center of Excellence in Chemical Methodologies and Library Development, G3215659575, G4594319155, Libraries for HTS: Privileged Structures in Sparsely Populated Chemical Space, Tyloindicines: Chemistry and Biology
OpenAlex ID: W2081313933