Abstract
AbstractIn the presence of PhCO2H (20 mol%), the formal [3+2] cycloaddition between in situ formed 1,4‐benzodiazepin‐2‐one‐based azomethine ylides and azodicarboxylic acid derivatives proceeded readily, thus leading to the formation of trans‐configured spiro‐1,4‐benzodiazepin‐2‐ones in up to 98% chemical yield with >20:1 dr. The relative configuration of the title compounds was unambiguously determined by means of X‐ray single crystal structure analysis. The reaction mechanism was hypothesized to account for the diastereoselective formation of the isolated spiro‐1,4‐benzodiazepin‐2‐ones.magnified image
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