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Organocatalytic mannich-type reactions of trifluoroethyl thioesters.

Organic letters (2008-07-18)
Naoto Utsumi, Shinji Kitagaki, Carlos F Barbas
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
1,8-Diazabicyclo[5.4.0]undec-7-ene, puriss., ≥99.0% (GC)
Sigma-Aldrich
1,8-Diazabicyclo[5.4.0]undec-7-ene, 98%