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Asymmetric Synthesis of Spiro-epoxyoxindoles by the Catalytic Darzens Reaction of Isatins with Phenacyl Bromides

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NIAID Data Ecosystem2026-03-08 收录
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The asymmetric Darzens reaction between phenacyl bromides and N-protected isatins was developed to synthesize potentially bioactive spiro-epoxy­oxindoles. The optically active products were obtained in moderate to good yields and enantio­selectivities catalyzed by chiral N,N′-dioxide-Co­(acac)2 complexes. A retro-aldol process accompanying the ring-closure step was observed in the process. A chiral control step was determined to be the initial aldol addition.

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2016-02-17
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