4.8 Article

Palladium(II)-Catalyzed Diastereoselective 2,3-Trans C(sp(3))-H Arylation of Glycosides

期刊

ACS CATALYSIS
卷 8, 期 9, 页码 7781-7786

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.8b01617

关键词

C(sp(3))-H activation; carbohydrate; palladium catalysis; C-glycosides; DFT calculations

资金

  1. CNRS, Universite Paris-Sud
  2. ANR [ANR-15-CE29-0002, ANR-10-LABX-33]
  3. IUF
  4. l'Institut de Sciences Catalytiques de Paris-Saclay pour la Chimie Durable (ISC2D)

向作者/读者索取更多资源

We report herein the diastereoselective C(sp(3))-H arylation of glycosides. A wide range of beta- and alpha-glycosides proved able to selectively undergo Pd(II)-catalyzed coupling with diverse aryl iodides to assemble a large library of functionalized 3-arylglycosylamides. DFT calculations were performed to elucidate the unexpected trans stereoselectivity of this reaction.

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