409093-03-4Relevant academic research and scientific papers
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 (2003)
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
List-Barbas-Mannich reaction catalyzed by modularly designed organocatalysts
Perera, Sandun,Sinha, Debarshi,Rana, Nirmal K.,Trieu-Do, Van,Zhao, John Cong-Gui
, p. 10947 - 10953 (2013/11/19)
The List-Barbas-Mannich reaction of ethyl (p-methoxyphenylimino)acetate (p-methoxyphenyl = PMP) with unmodified aldehydes or ketones catalyzed by modularly designed organocatalysts (MDOs) that are self-assembled from proline and cinchona alkaloid thiourea
Enantioselective organocatalytic mannich reactions with autocatalysts and their mimics
Wang, Xinbo,Zhang, Yongbo,Tan, Haibo,Wang, Yanchao,Han, Peng,Wang, David Zhigang
supporting information; experimental part, p. 2403 - 2406 (2010/07/08)
(Figure Presented) The Mannich reactions previously extensively investigated with organocatalysis of L-proline and other related small molecules were reinvestigated with detailed stereochemical analysis of their autocatalysis pathways, through employment
A solid-supported organocatalyst for highly stereoselective, batch, and continuous-flow mannich reactions
Alza, Esther,Rodriguez-Escrich, Carles,Sayalero, Sonia,Bastero, Amaia,Pericas, Miquel A.
experimental part, p. 10167 - 10172 (2010/04/05)
The fast and highly stereoselective Mannich reaction of aldehydes and ketones with the N-(p-meihoxyphenyl) ethyl glyoxylate imine catalyzed by polystyrene resins functionalized with (2S,4R)-hydroxyproline is reported. The effect of the nature of the linke
Pipecolic acid-catalyzed direct asymmetric Mannich reactions
Cheong, Paul Ha-Yeon,Zhang, Haile,Thayumanavan, Rajee,Tanaka, Fujie,Houk,Barbas III, Carlos F.
, p. 811 - 814 (2007/10/03)
Mannich reactions between aldehydes and N-p-methoxyphenyl-protected α-imino ethyl glyoxylate have been performed using (S)-pipecolic acid as catalyst. The reactions give both syn- and anti-products (dr = 1.4-2:1) with high enantioselectivities (>98% ee).
The Direct Catalytic Asymmetric Cross-Mannich Reaction: A Highly Enantioselective Route to 3-Amino Alcohols and α-Amino Acid Derivatives
Cordova, Armando
, p. 1987 - 1997 (2007/10/03)
The first proline-catalyzed direct catalytic asymmetric one-pot, three-component cross-Mannich reaction has been developed. The highly chemoselective reactions between two different unmodified aldehydes and one aromatic amine are new routes to 3-amino ald
The Direct Organocatalytic Asymmetric Mannich Reaction: Unmodified Aldehydes as Nucleophiles
Notz, Wolfgang,Tanaka, Fujie,Watanabe, Shin-Ichi,Chowdari, Naidu S.,Turner, James M.,Thayumanavan, Rajeswari,Barbas III, Carlos F.
, p. 9624 - 9634 (2007/10/03)
The unprecedented application of unmodified aldehydes as nucleophilic donors in direct catalytic asymmetric Mannich-type reactions is disclosed in a full account. Our efforts in broadening the applicability of chiral pyrrolidine-based catalysts in direct
Direct organocatalytic asymmetric Mannich-type reactions in aqueous media: One-pot Mannich-allylation reactions
Córdova, Armando,Barbas III, Carlos F.
, p. 1923 - 1926 (2007/10/03)
The first direct organocatalytic asymmetric Mannich-type reactions in aqueous media are demonstrated herein. L-Proline-catalyzed reactions in aqueous media to provide β-formyl substituted α-amino acid derivatives with excellent diastereoselectivities (dr
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
