Total synthesis of (-)-N-methylwelwitindolinone C isothiocyanate.

Autor: Huters AD; Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States., Quasdorf KW, Styduhar ED, Garg NK
Jazyk: angličtina
Zdroj: Journal of the American Chemical Society [J Am Chem Soc] 2011 Oct 12; Vol. 133 (40), pp. 15797-9. Date of Electronic Publication: 2011 Aug 11.
DOI: 10.1021/ja206538k
Abstrakt: We report the first total synthesis of (-)-N-methylwelwitindolinone C isothiocyanate. Our route features a number of key transformations, including an indolyne cyclization to assemble the [4.3.1]-bicyclic scaffold, as well as a late-stage intramolecular nitrene insertion to functionalize the C11 bridgehead carbon en route to the natural product.
Databáze: MEDLINE