4.2 Article

ASYMMETRIC INTERMOLECULAR N-H INSERTION REACTION OF PHENYLDIAZOACETATES WITH ANILINES CATALYZED BY ACHIRAL DIRHODIUM(II) CARBOXYLATES AND CINCHONA ALKALOIDS

Journal

HETEROCYCLES
Volume 81, Issue 5, Pages 1149-1155

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-10-11930

Keywords

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Funding

  1. Academic Frontier Project for Private Universities
  2. MEXT (Ministry of Education, Culture, Sports, Science and Technology) [2007-2010]
  3. Grants-in-Aid for Scientific Research [20390002, 21790001] Funding Source: KAKEN

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Asymmetric N-H insertion of phenyldiazoacetates with anilines catalyzed cooperatively by achiral dirhodium(II) carboxylates and cinchona alkaloids is described. A new catalytic system of dirhodium(II) tetrakis(triphenylacetate), Rh(2)(TPA)(4), and dihydrocinchonine provides phenylglycine derivatives in up to 71% ee.

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