Journal
CHEMICAL COMMUNICATIONS
Volume 52, Issue 84, Pages 12482-12485Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6cc07459f
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Funding
- Netherlands Organization of Scientific Research (NWO)
- Hercules Foundation ''3D-SPACE: 3D Structural Platform Aiming for Chemical Excellence'' [AUGE/11/029]
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We report a highly diastereoselective interrupted Ugi reaction to construct a broad range of structurally congested and stereo-chemically complex spiroindolines from tryptamine-derived isocyanides. The reaction is facilitated by using fluorinated alcohols (TFE or HFIP) as solvents and tolerates a broad range of amines, aldehydes and 2-isocyanoethylindoles to give polycyclic products in moderate to excellent yields.
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