4.8 Article

Catalytic Nucleophilic Glyoxylation of Aldehydes

Journal

ORGANIC LETTERS
Volume 12, Issue 12, Pages 2864-2867

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol100996w

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Funding

  1. National Institute of General Medical Sciences [R01 GM084927]
  2. Novartis
  3. Amgen

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beta-Silyloxy-alpha-keto esters are prepared through a cyanide-catalyzed benzoin-type reaction with silyl glyoxylates and aldehydes. The products undergo a dynamic kinetic resolution to provide enantioenriched orthogonally protected alcohols and can be converted to the corresponding beta-silyloxy-alpha-amino esters.

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