4.8 Article

Nickel-Catalyzed Enantioselective Cross-Coupling of N-Hydroxyphthalimide Esters with Vinyl Bromides

Journal

ORGANIC LETTERS
Volume 19, Issue 8, Pages 2150-2153

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00793

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Funding

  1. National Science Foundation [DGE-1144469]
  2. Shionogi Co., Ltd.
  3. American Cancer Society Research Scholar and Heritage Medical Research Institute Investigator
  4. NIH [NIGMS RGM097582-01, R35GM118191]

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An enantioselective Ni-catalyzed cross-coupling of NT-hyciroxyphthalimide esters with Vinyl bromides is reported. The reaction proceeds under mild conditions and uses tetralds(N,N-dimethylamino)ethylene as a terminal organic reductant. Good functional group tolerance is demonstrated, with over 20 examples of reactions that proceed with >90% ee.

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