A series of diverse glyco 3-nitrochromane hybrid pyrrolidinyl spiro heterocycles have been synthesized by [3+2] cycloaddition reaction of azomethine ylides generated in situ by the condensation of diketones (isatin or acenaphthenequinone)/indenoquinoxalinone and secondary α-amino acids with glyco 3-nitrochromenes as dipolarophiles. This method is simple and provides biologically interesting products. The regio- and stereochemical outcome of the cycloaddition reaction is ascertained by X-ray crystallographic analysis.