4.8 Article

Asymmetric Total Synthesis and Absolute Stereochemistry of the Neuroactive Marine Macrolide Palmyrolide A

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ORGANIC LETTERS
卷 14, 期 8, 页码 2150-2153

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AMER CHEMICAL SOC
DOI: 10.1021/ol300673m

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  1. New Mexico State University
  2. NMSU-MBRS Research Initiative for Scientific Enhancement [NIH R25GM061222]
  3. NMSU-Howard Hughes Medical Institute [52006932]

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The first asymmetric total synthesis and determination of the absolute configuration for the neuroactive marine macrolide palmyrolide A is described. The highlight of the synthesis is macrocyclization via trans-enamide formation catalyzed by copper(I) iodide and cesium carbonate. Comparison with the authentic spectral data confirms the synthesis of (+)-ent-palmyrolide A.

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