One-Pot Stereoselective Synthesis of Furantetrahydroquinoline Derivatives Using d/l-Ribose with a 2,3- O-Isopropylidene Group

J Org Chem. 2023 Sep 1;88(17):12445-12450. doi: 10.1021/acs.joc.3c01187. Epub 2023 Aug 18.

Abstract

An efficient and convenient strategy has been successfully developed for the preparation of novel furantetrahydroquinoline derivatives using d/l-ribose with a 2,3-O-isopropylidene group through the aza-Diels-Alder mechanism. This method has high atom and step economy, high stereoselectivity, and gram-scale synthesis (yield 67%).