4.7 Article

Palladium-catalyzed insertion of α-diazocarbonyl compounds for the synthesis of cyclic amino esters

Journal

CHEMICAL COMMUNICATIONS
Volume 49, Issue 6, Pages 561-563

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cc37464a

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Funding

  1. National Science Foundation [NSF 21072080, 21272101]
  2. National Basic Research Program of China (973 Program) [2010CB833203]
  3. 111 program of MOE
  4. Natural Science Foundation of Gansu [096RJZA006]

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Two different cyclic amino esters are synthesized by palladium-catalyzed cross-coupling reaction of diazoesters with N-substituted-2-iodoanilines. Aryldiazoacetates lead to cyclic alpha-amino esters with an alpha-quaternary carbon centre in the presence of CO. Additionally, arylvinyldiazoacetates afford cyclic alpha,beta-unsaturated gamma-amino esters.

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