Stereoselective synthesis of tetrahydroindolizines via catalytic formation of pyridinium ylides from diazo compounds

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Day, Jonathan ; McKeever-Abbas, Ben ; Dowden, James (2016)

Commercially available iron (III) and copper (I) complexes catalyze new multicomponent cycloadditions between diazo compounds, pyridines and electrophilic alkenes to give alkaloid-inspired tetrahydroindolizidines in high yields and diastereoselectivities. Hitherto, catalytic formation of versatile pyridinium ylides from metal carbenes has been poorly developed; the broad utility demonstrated herein sets the stage for invention of further multicomponent reactions in future.
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