438470-79-2

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 2449-05-0 dibenzyl azodicarboxylate 
• 1064655-01-1 C₂₅H₂₄N₂O₅ 
• 2449-05-0 dibenzyl azodicarboxylate 

Downstream Products

• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 5267-64-1 (R)-2-amino-3-phenylpropanol 
• 106454-69-7 N-tert-butoxycarbonyl-D-Phenylalaninol 

Relevant academic research and scientific papers

Organocatalyst Efficiency in the α-Aminoxylation and α-Hydrazination of Carbonyl Derivatives in Aqueous Media or in a Ball-Mill

Pyrrolidine-derived organocatalysts have been tested in two types of α-heterofunctionalization reactions in aqueous media or under solvent-free ball-milling conditions. The best results in terms of both activity and enantioselectivity were obtained with O

Chemoselective room temperature E1cB N-N cleavage of oxazolidinone hydrazides from enantioselective aldehyde α-hydrazination: Synthesis of (+)-1,4-dideoxyallonojirimycin

Room temperature E1cB N-N cleavage of oxazolidinone hydrazides via N-alkylation with diethyl bromomalonate and potassium or caesium carbonate as base in acetonitrile is presented. The new method has a much improved chemoselectivity, which is illustrated by a concise total synthesis of the piperidine iminosugar (+)-1,4-dideoxyallonojirimycin.

Heterogeneous Dipeptide-Catalyzed α-Amination of Aldehydes in a Continuous-Flow Reactor: Effect of Residence Time on Enantioselectivity

A solid-supported dipeptide-catalyzed continuous-flow process was developed for the direct enantioselective α-amination of aldehydes with dibenzyl azodicarboxylate as the electrophilic nitrogen source. With residence time control as an efficient tool for

Proline-catalysed amination reactions in cyclic carbonate solvents

Propylene carbonate is shown to be an environmentally friendly and sustainable replacement for dichloromethane and acetonitrile in proline-catalysed α-hydrazinations of aldehydes and ketones. Enantioselectivities comparable to those obtained in convention

Remarkable reaction rate and excellent enantioselective direct α-amination of aldehydes with azodicarboxylates catalyzed by pyrrolidinylcamphor-derived organocatalysts

Remarkable reaction rate and excellent enantioselective direct α-amination of unmodified aldehydes with various azodicarboxylates was catalyzed by pyrrolidinylcamphor organocatalyst 2a (5 mol-%) to provide the desired aminated products with excellent chemical yields and high to excellent levels of enantioselectivity (up to >99%ee) at 0 °C in CH 2Cl2.

Highly efficient and practical pyrrolidine-camphor-derived organocatalysts for the direct α-amination of aldehydes

A series of pyrrolidine-camphor-derived organocatalysts (1-4) were designed and synthesised. These organocatalysts were used for direct α-amination of aldehydes with dialkyl azodicarboxylates to give the desired α-aminated products in high chemical yields

A short enantioselective synthesis of (-)-bestatin via l-proline-catalyzed α-amination of an aldehyde

A short and high yielding enantioselective synthesis of (-)-bestatin, a naturally occurring aminopeptidase inhibitor, is described via l-proline-catalyzed asymmetric α-amination of 3-phenylpropionaldehyde as the key reaction. The methodology also involves a Pd-catalyzed intramolecular cyclization of an allylic acetate giving a trans-oxazoline in a highly diastereoselective manner (dr > 14:1).

An organo-catalytic approach to the enantioselective synthesis of (R)-selegiline

An efficient enantioselective synthesis of (R)-selegiline has been achieved by two routes, via proline-catalyzed α-aminooxylation as well as α-amination of phenylpropanaldehyde as the key step.

Direct catalytic asymmetric α-amination of aldehydes

The first direct catalytic asymmetric α-amination of aldehydes is described herein. α-Unbranched aldehydes react in this novel proline-catalyzed reaction with dialkyl azodicarboxylates to give α-amino aldehydes in excellent yields and enantioselectivities. Copyright