Imidazo[1,2-a]pyridines　are　present　in　numerous　biologically　active　compounds　as　the　core　structural　motif.Herein,we　report　an　asymmetric　interrupted　Barton-Zard　reaction　of　electron-deficient　imidazo[1,2-a]pyridines　with　α-substituted　isocyanoacetates.The　reaction　enables　the　dearomatization　of　8-nitroimidazo[1,2-a]pyridines　and　hence　offers　straightforward　access　to　an　array　of　optically　active　highly　functionalized　imidazo[1,2-a]pyridine　derivatives　that　possess　three　contiguous　stereogenic　cen-ters　in　good　yields(up　to　98％)with　high　stereoselectivities(＞19:1　dr,＞99％ee).It　is　worth　noting　that　the　catalytic　system　consisting　of　a　chiral　squaramide　and　silver　oxide　displays　remarkable　reactivity　and　stereoselectivity,and　a　gram-scale　reaction　is　compatible　with　the　catalyst　loading　of　0.5　mol％.In　addi-tion,the　synthetic　potential　of　this　method　was　showcased　by　versatile　transformations　of　the　product.