4.7 Article

Enantioselective total synthesis and structural reassignment of (+)-alsmaphorazine E via a traceless chirality transfer strategy

Journal

CHEMICAL COMMUNICATIONS
Volume 52, Issue 24, Pages 4485-4488

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6cc00930a

Keywords

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Funding

  1. NSFC [21472167]
  2. Zhejiang Provincial NSFC [LR16B020001]
  3. Research Fund for the Doctoral Program of Higher Education of China [20120101120087]

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The first enantioselective total synthesis of (+)-alsmaphorazine E has been achieved through a traceless chirality transfer strategy, which also enabled structural reassignment of the natural product. Key features of this efficient approach entail a catalytic intramolecular oxidative cyclization, a diastereoselective oxidative cyclic aminal formation and a radical cyclization/transannular aza-Michael addition cascade.

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