Stereocontrolled spirocyclization of exo-glycals with arylamines for the synthesis of (1S)-spiro-tetrahydroquinoline glycosides.

Key Points

• This research aims to develop a stereocontrolled method for synthesizing spiro-tetrahydroquinoline glycosides from glycals and arylamines.
• Utilized ester-substituted anilines and sterically congested amino compounds in the synthesis process.
• Focused on creating SGLT2 inhibitor tofogliflozin mimics through this approach.
• Successfully synthesized spiro-4-tetrahydroquinoline glycosides exhibiting structural similarities to SGLT2 inhibitors.