Theα-ketoester containing multiple reactive sites possessed the unique advantage in the asymmetric cascade process for the constructionof cyclic structures with multiple stereocenters.1 Recently,our groupdemonstrated the nickel(Ⅱ)/diamine-catalyzed asymmetric Michael/N-hemiketalization of α-ketoesters with 2-nitrovinylindoles for the synthesis of enantioenriched pyrrolo[1,2-a]indoles.2Inspired by our previous work,wedescribedhereinthe nickel(Ⅱ)/diamine-catalyzed asymmetric Michael/hemiacetalization cascade reaction of α-ketoesters with 2-(2-nitrovinyl)phenols,thus providing a range of structurally diverse polysubstituted chromanes bearing three continuous stereocenters in good yields and excellent stereoselectivities(up to 89%yield,>20:1 dr,>99%ee).Moreover,the gram-scale experiment was performed with only 0.5 mol%of catalyst,and tricyclic furanobenzodihydropyran compound was gained by the derivatization of product,which showed the great synthetic potential of this strategy.