One-Pot Synthesis of the Fused Tetrahydroquinoline-Iminosugar Derivatives

An efficient and simple one-pot synthesis of structurally diverse novel tetrahydroquinolin fused iminosugars was developed through the aza-Diels-Alder(Povarov mechanism) mechanism. The adaptability of this method has been demonstrated by a variety of imines and D/L-ribose tosylates, and both electron-donating and withdrawing substituted imines are employed in reaction well. In addition, this reaction is characterized by simple operation, good yield, and high atom economy. Some synthetic iminosugars showed moderate anti proliferation of HCT116 tumor cells.