4.8 Article

Extreme Ugi Reactions With Some Complex α-Amino Acids

Journal

ORGANIC LETTERS
Volume 14, Issue 18, Pages 4970-4973

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol302379a

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Funding

  1. University of British Columbia
  2. Canada Research Chair Program
  3. NSERC
  4. CIHR
  5. CFI
  6. BCKDF

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The Ti(IV)-catalyzed Ugi condensation of alpha-amino acids with electron-rich aromatic aldehydes performs adequately even with sterically demanding alpha-amino carboxylate salts. The reaction occurs diastereoselectively, in some cases with virtually complete diastereoselectivity. A stereochemical rationale for the reaction is proposed.

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