Mild boronic acid catalyzed Nazarov cyclization of divinyl alcohols in tandem with Diels–Alder cycloaddition

• DOI: 10.1016/j.tetlet.2012.10.100
• Publication Date: 2012-11-01T14:16:16Z
• Authors: Hongchao Zheng; Michal Lejkowski; Dennis G. Hall
• Keywords: Tandem; Boronic acid; Brønsted–Lowry acid–base theory; Maleic anhydride; Diels–Alder reaction; Lewis acid catalysis

AbstractA convenient one‐pot method is presented for the stereoselective synthesis of highly functionalized bicyclic compounds (III) via boronic acid catalyzed Nazarov cyclization of divinyl alcohols and subsequent Diels—Alder reaction with maleic anhydride or phenylmaleimide.