Silyl migrations in D-xylose derivatives: total synthesis of a marine quinoline alkaloid.

Autor: Phanumartwiwath A; School of Chemistry, University of Bristol , Cantock's Close, Bristol BS8 1TS, U.K., Hornsby TW, Jamalis J, Bailey CD, Willis CL
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2013 Nov 15; Vol. 15 (22), pp. 5734-7. Date of Electronic Publication: 2013 Oct 28.
DOI: 10.1021/ol402760p
Abstrakt: A versatile method for the synthesis of orthogonally protected D-xylose 1-thioethers is described using unusual silyl group migrations which were pivotal in the synthesis of 4,8-dimethyl-6-O-(2',4'-di-O-methyl-β-D-xylopyranosyl)hydroxyquinoline confirming the structure and absolute configuration of the natural product.
Databáze: MEDLINE