627875-25-6Relevant academic research and scientific papers
anti-selective SMP-catalyzed direct asymmetric Mannich-type reactions: Synthesis of functionalized amino acid derivatives
Córdova, Armando,Barbas III, Carlos F
, p. 7749 - 7752 (2002)
The first (S)-2-methoxymethylpyrrolidine (SMP)-catalyzed direct asymmetric Mannich-type reactions of unmodified aldehydes with N-PMP-protected α-imino ethyl glyoxylate are described. The reaction proceeded in a highly anti-selective manner (dr up to 19:1) with enantioselectivities between 74 and 92%.
Organocatalysis in Ionic Liquids: Highly Efficient L-Proline-Catalyzed Direct Asymmetric Mannich Reactions Involving Ketone and Aldehyde Nucleophiles
Chowdari, Naidu S.,Ramachary,Barbas III, Carlos F.
, p. 1906 - 1909 (2007/10/03)
Proline-catalyzed direct asymmetric Mannich reactions of N-PMP protected α-imino ethyl glyoxylate with various aldehydes and ketones in ionic liquids afforded both α- and β-amino acid derivatives with excellent yields and enantioselectivities, providing f
A highly enantioselective route to either enantiomer of both α- and β-amino acid derivatives
Cordova, Armando,Watanabe, Shin-Ichi,Tanaka, Fujie,Notz, Wolfgang,Barbas III, Carlos F.
, p. 1866 - 1867 (2007/10/03)
This report describes the unprecedented use of unmodified aldehydes as donors in a catalytic asymmetric Mannich-type reaction. The proline-catalyzed reaction of N-PMP-protected α-imino ethyl glyoxylate with unmodified aliphatic aldehydes provided a genera
One-Pot Asymmetric Synthesis of β-Cyanohydroxymethyl α-Amino Acid Derivatives: Formation of Three Contiguous Stereogenic Centers
Watanabe, Shin-Ichi,Cordova, Armando,Tanaka, Fujie,Barbas III, Carlos F.
, p. 4519 - 4522 (2007/10/03)
(Matrix Presented) One-pot asymmetric Mannich-hydrocyanation reactions are described. Reaction of unmodified aldehydes with N-PMP-protected α-imino ethyl glyoxylate in the presence of catalytic amounts of L-proline followed by the addition of Et2/su
