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

Identity

International Standard Serial Number (ISSN)

• 1523-7060

Digital Object Identifier (DOI)

• 10.1021/ol801207x

PubMed ID

• 18630874

Additional Document Info

start page

• 3405

end page

• 3408

volume

• 10

issue

• 16