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首页> 外文期刊>Angewandte Chemie >Expeditious Access to Morphinans by Chemical Synthesis
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Expeditious Access to Morphinans by Chemical Synthesis

机译:Expeditious Access to Morphinans by Chemical Synthesis

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摘要

Abstract Morphinans are essential medicines derived entirely from poppy supply chains rendered increasingly volatile by climate change. Here, we report a seven‐step, asymmetric chemical synthesis of (?)‐codeine from simple materials that requires a total combined reaction time of fewer than 24?hours. The efficiency of our approach arises from a double‐Heck cyclization reaction that generates two rings and two contiguous stereogenic carbon centres in the one pot. A subsequent photo‐redox hydroamination protocol provides a novel, atom‐economical means for assembling the piperidine D‐ring of codeine. Simple modifications to the closing stages of our sequence offer effective access to pharmacologically valuable derivatives of N‐demethyl codeine. Our work highlights the capacity for contemporary, stand‐alone chemical synthesis regimes to diversify access to essential opiate medicines.

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