five

Azomethine Ylide Cycloaddition Approach toward Dendrobine: Synthesis of 5‑Deoxymubironine C

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https://figshare.com/articles/dataset/Azomethine_Ylide_Cycloaddition_Approach_toward_Dendrobine_Synthesis_of_5_Deoxymubironine_C/5952541
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资源简介:
A concise route to the azatricyclo­[6.2.1.04,11]­undecane core of (−)-dendrobine and (−)-mubironine C is described wherein an unstabilized azomethine ylide cycloaddition provides the complete carbon framework of the natural products. The cyclization precursor is made in short order from (R)-carvone through an unconventional high-pressure Ireland–Claisen reaction. Attempts to install a final hydroxyl group through an intramolecular lactonization strategy and the observation of an unexpected and highly complex enal–ene product are also reported.
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2018-03-06
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