409113-01-5

Upstream product

• 115276-75-0 ethyl (E)-2-(p-methoxyphenylimino)acetate 
• 67-64-1 acetone 
• 124156-21-4 ethyl (4-methoxyphenylimino)acetate 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 872515-65-6 ethyl (2S)-2-N-(4-methoxyphenyl)acrylamido-4-oxopentanoate 

Relevant academic research and scientific papers

Stereoselective synthesis of γ-hydroxynorvaline through combination of organo- and biocatalysis

An efficient route for the synthesis of all four diastereomers of PMP-protected α-amino-γ-butyrolacton to access γ-hydroxynorvaline was established. The asymmetric key steps comprise an organocatalytic Mannich reaction and an enzymatic ketone reduction. T

Enantio- and diastereoselective synthesis of γ-amino alcohols

The γ-amino alcohol structural motif is often encountered in drugs and natural products. We developed two complementary catalytic diastereoselective methods for the synthesis of N-PMP-protected γ-amino alcohols from the corresponding ketones. The anti-pro

List-Barbas-Mannich reaction catalyzed by modularly designed organocatalysts

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

SULFONAMIDE-BASED ORGANOCATALYSTS AND METHOD FOR THEIR USE

Organocatalysts, particularly proline sulfonamide organocatalysts, having a first general formula as follows are disclosed. Embodiments of a method for using these organocatalysts also are disclosed. The method comprises providing a disclosed organocataly

Enantioselective mannich reactions with the practical proline mimetic N-(p-dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide

A highly enantioselective and diastereoselective protocol for performing Mannich reactions has been developed by using a p-dodecylphenylsulfonamide-based proline catalyst. This catalyst facilitates the use of common, nonpolar solvents and increased concen

A solid-supported organocatalyst for highly stereoselective, batch, and continuous-flow mannich reactions

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

Evidence for an enol mechanism in a highly enantioselective Mannich-type reaction catalyzed by primary amine-thiourea

(Chemical Equation Presented) A tale of two mechanisms - enol versus enamine: Chiral primary amine-thiourea 1 catalyzes highly enantioselective Mannich-type addition of unmodified ketones to N-benzoylhydrazones (see scheme). The reaction does not require

Diastereoselective synthesis of 4,5′-bis-proline compounds via reductive dimerization of N-acyloxyiminium ions

A short, practical synthesis of novel, unsymmetrical 4,5′-bis-proline compounds has been achieved, highlighted by the application of an unprecedented samarium diiodide-driven regio- and diastereocontrolled reductive dimerization of N-acyloxyiminium ions generated from readily available 2-methoxy-5- silyloxymethyl-N-Boc pyrrolidines. The title proline dimers proved to be pertinent metal-free catalysts in aldol and Mannich reactions.

Evidence of asymmetric autocatalysis in organocatalytic reactions

(Chemical Equation Presented) When product and catalyst are the same: The chiral product 3 of an asymmetric Mannich reaction (see scheme), investigated under various experimental conditions and by calculations, is shown to act as a chiral catalyst for its

Demonstration of spontaneous chiral symmetry breaking in asymmetric mannich and aldol reactions

Spontaneous symmetry breaking in reactive systems, known as a rare physical phenomenon and for the Soai autocatalytic irreversible reaction, might in principle also occur in other, more common asymmetric reactions when the chiral product is capable to pro