A synthesis of the welwistatin core.
[Structure: see text] An approach to the core structure of the microtubule-targeting agent welwistatin is described. The approach utilizes the type 2 intramolecular Diels-Alder reaction, with indole serving as the tether between diene and dienophile, to form the natural product's characteristic bicyclo[4.3.1]decane skeleton.
Lauchli
Ryan
R
Department of Chemistry, 1102 Natural Sciences II, University of California, Irvine, Irvine, California 92697-2025, USA.
Shea
Kenneth J
KJ
D000470:Alkaloids / Q000138:chemical synthesis*; D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D026121:Indole Alkaloids; D008958:Models, Molecular; D015394:Molecular Structure
D000470:Alkaloids; D000970:Antineoplastic Agents; D026121:Indole Alkaloids; C092270:welwitindolinone C isothiocyanate