最新發表論文
Expeditious and Stereoselective Synthesis of (1S)-Spiro[pyran-4-quinolines]

Spiro[pyran-4-quinolines] were synthesized in two steps from exo-glycals. The first step involved the double additions of aniline (or substituted anilines) to produce C>,N-glycosides. The next step was to eliminate the anomeric N-aryl group by formation of benzophenone-derived imine, followed by in situ intramolecular Friedel−Crafts alkylation. The resulting (1S)-spiro[pyran-4-quinolines] were obtained in 60–72 % overall yields with exclusive (from the reactions of exo-galactals) or high stereoselectivity (from those of exo-glucals with m-substituted anilines), respectively. Additionally, exo-galactals were found suitable to perform the two steps consecutively in one-pot at 75 °C.