Diastereoselective Synthesis of Spirocyclopentene-Indanediones from Isocyanides, Acetylenic Esters, and NH-Acidic Compounds

Abstract

AbstractA diastereoselective synthesis of spirocyclopentene-1H-indene-1,3(2H)-diones through a three-component reaction of alkyl isocyanides, dialkyl acetylenedicarboxylates, and 2-(alkylamino)-2-(1,3-dioxo-1H-inden-2(3H)-ylidene)acetonitriles is described. This reaction forms two stereogenic centers with remarkable diastereoselectivity. The crystal structure of a typical product has been determined by X-ray diffraction.