Stereoselective synthesis of pyrano[3,2-c]- and furano[3,2-c]quinolines: Gadolinium chloride catalyzed one-pot aza–Diels–Alder reactions

A simple and efficient method for the cis-selective synthesis of pyrano- and furano[3,2-c]quinolines via gadolinium chloride catalyzed one-pot aza–Diels–Alder reaction is described. Solvent conditions played a major role in affecting the diastereoselectivity of the products. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:351–354, 2010; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20612