1143-87-9Relevant academic research and scientific papers
Organocatalytic Mannich-type reactions of trifluoroethyl thioesters
Utsumi, Naoto,Kitagaki, Shinji,Barbas III, Carlos F.
supporting information; experimental part, p. 3405 - 3408 (2009/04/21)
(Chemical Equation Presented) Direct organocatalytic Mannich-type reactions of thioesters provide for the expedient and diastereoselective synthesis of protected β-amino acids. A variety of thioesters were found to be reactive with different lmines under mild conditions to provide β-amino acids in good yields. This chemistry was extended to a diastereo- and enantioselective variant.
Asymmetric mannich synthesis of β-amino acids with two new stereogenic centers at the α and β positions
Kunz,Burgard,Schanzenbach
, p. 386 - 387 (2007/10/03)
α-Branched β-amino acids 1 with erythro configuration can be made selectively and with high asymmetric induction by the reaction of O-pivaloyl-protected N-galactosylaldimines 2 with prochiral bissilyl) ketene acetals 3. The corresponding reaction with the prochiral lithium ester enolate 4 exclusively leads to the threo-configured β-amino acid derivatives.
