4.8 Article

One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles

Journal

ORGANIC LETTERS
Volume 17, Issue 16, Pages 4014-4017

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b01909

Keywords

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Funding

  1. National Natural Science Foundation of China [21121062, 21432011, 21272250]
  2. National Basic Research Program of China (973 Program) [2015CB856600]
  3. Chinese Academy of Sciences
  4. National Science Foundation [CHE-1152767, CHE-1465106]
  5. National Institutes of Health [R01-GM098777]
  6. Division Of Chemistry
  7. Direct For Mathematical & Physical Scien [1624216] Funding Source: National Science Foundation

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A one-pot asymmetric synthesis of 1,2,3,4-tetrahydrocarbizoles has been developed via an enantioselective [3 + 3] annulation of 2-alkynylindoles and donor acceptor cyclopropanes. In the presence of chiral Lewis acids as catalysts, a series of optically active tetrahydrocarbazoles were furnished in high yields (63-87%) With good to excellent levels of enantioselectivity (up to 94% ee).

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