4.8 Article

Enantioselective Total Syntheses of Akuammiline Alkaloids (+)-Strictamine, (-)-2(S)-Cathafoline, and (-)-Aspidophylline A

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 4, 页码 1162-1165

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AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b12880

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资金

  1. National Science Foundation [CHE-0955864, CHE-1464898]
  2. Bristol-Myers Squibb
  3. Dreyfus Foundation
  4. UCLA Gold Shield Alumnae
  5. University of California, Los Angeles
  6. National Science Foundation for a GRFP [DGE-1144087]
  7. UCLA Graduate Division
  8. NSF [CHE-1048804]
  9. National Center for Research Resources [S10RR025631]
  10. Direct For Mathematical & Physical Scien [1464898] Funding Source: National Science Foundation
  11. Division Of Chemistry [1464898] Funding Source: National Science Foundation

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The akuammiline alkaloids are a family of natural products that have been widely studied for decades. Although notable synthetic achievements have been made recently, akuammilines that possess a methanoquinolizidine core have evaded synthetic efforts. We report an asymmetric approach to these alkaloids, which has culminated in the first total syntheses of (-)-2(S)-cathafoline and the long-standing target (+)-strictamine. Moreover, the first enantioselective total synthesis of aspidophylline A is described.

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