4.8 Article

Regio- and Stereoselective Synthesis of 2-Deoxy-C-aryl Glycosides via Palladium Catalyzed Decarboxylative Reactions

Journal

ORGANIC LETTERS
Volume 13, Issue 17, Pages 4608-4611

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol201820m

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Funding

  1. Nanyang Technological University [RG50/08]
  2. Ministry of Education, Singapore [MOE 2009-T2-1-030]

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An efficient and versatile approach for the synthesis of 2-deoxy-C-aryl glycosides is reported. This strategy is based on a palladium-catalyzed decarboxylative Heck coupling reaction of benzoic acids and glycals. A wide variety of glycals and benzoic acids have been screened, and all these reactions could afford the desired C-aryl glycoside products In moderate to good yields with exclusive regio- and stereoselectivities.

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