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Organocatalytic mannich-type reactions of trifluoroethyl thioesters

Academic Article
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Overview

authors

  • Utsumi, N.
  • Kitagaki, S.
  • Barbas III, Carlos

publication date

  • August 2008

journal

  • Organic Letters  Journal

abstract

  • Direct organocatalytic Mannich-type reactions of thioesters provide for the expedient and diastereoselective synthesis of protected beta-amino acids. A variety of thioesters were found to be reactive with different imines under mild conditions to provide beta-amino acids in good yields. This chemistry was extended to a diastereo- and enantioselective variant.

subject areas

  • Amino Acids
  • Bicyclo Compounds, Heterocyclic
  • Catalysis
  • Esters
  • Imines
  • Molecular Conformation
  • Stereoisomerism
  • Sulfhydryl Compounds
  • Toluene
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Identity

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol801207x

PubMed ID

  • 18630874
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Additional Document Info

start page

  • 3405

end page

  • 3408

volume

  • 10

issue

  • 16

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