Total synthesis of halichondrin C.

Autor: Yamamoto A; Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA., Ueda A, Brémond P, Tiseni PS, Kishi Y
Jazyk: angličtina
Zdroj: Journal of the American Chemical Society [J Am Chem Soc] 2012 Jan 18; Vol. 134 (2), pp. 893-6. Date of Electronic Publication: 2011 Dec 23.
DOI: 10.1021/ja2108307
Abstrakt: The first total synthesis of halichondrin C has been completed, highlighted by development of the synthetic method to construct the C8-C14 polycycle. Cr-mediated coupling reactions are used seven times to form a new C-C bond. The acid stability of halichondrin C is studied, demonstrating that the macrolactone stabilizes the C8-C14 polycycle, relative to the one present in the C1-C16 model.
(© 2011 American Chemical Society)
Databáze: MEDLINE