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We have developed a synthetic strategy for Et3N‐promoted [5+3] cycloaddition reactions between acetoxypyranones and azomethine imines to access functionalized azabicyclo[3.3.1]alkenones with three tertiary stereocenters (31 examples, 36% to 87% yield, 5.5:1 to >20:1 dr). The method was scalable, and the products could be transformed to various eight‐membered‐ring bridged heterocyclic molecules...
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