Stereoselective synthesis of homochiral paracyclophanylindenofuranylimidazo[3.3.3]propellanes

Abstract

The reaction between N-paracyclophanyl-substituted hydrazinecarbothioamides and dicyanomethylene-1,3-indanedione (CNIND), furnished planar and central chiral substituted (epiminomethanoimino)indenofuranyl)-1,4-(1,4-dibenzenocyclohexaphane)-1,2-carboxamides as a type of paracyclophanylfuroimidazo[3.3.3]propellanes in (35-81% yields) as a major product as single diastereomers, and substituted spiro[indene-2,4'-indeno-pyran]-3'-carbonitrile (9-12% yields) as a minor product. To prepare the homochiral paracyclophanylpropellane, oxidation of scalemic  Alaa A. Hassan