56424-40-9

Upstream product

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 67-64-1 acetone 
• 100-42-5 styrene 
• 942-89-2 Acetone O-benzoyloxime 

Downstream Products

• 321885-24-9 N-isopropenyl-N-(1-phenyl-ethyl)-acrylamide 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 20826-48-6 (R)-N-(1-phenylethyl)benzamide 
• 87861-38-9 (R)-N-isopropyl-α-methylbenzylamine 
• 321885-26-1 (S)-6-Methyl-1-((R)-1-phenyl-ethyl)-piperidin-2-one 
• 321885-28-3 (S)-2-Methyl-1-[(R)-1-phenylethyl]piperidine 
• 73148-41-1 ethyl (Z)-(R)-3-(1-phenyl-ethylamino)but-2-enoate 

Relevant academic research and scientific papers

Deactivation mechanisms of iodo-iridium catalysts in chiral amine racemization

The homogenous, [IrCp?I2]2, SCRAM catalyst (1) is active in the racemization of chiral amines. NMR, kinetic and structural mechanistic studies have determined the cause of catalyst deactivation to occur when ammonia or methylamine are liberated by hydrolysis or aminolysis of the intermediate imine, which tightly coordinate to the iridium centre to block turnover. Control of moisture and substrate concentration can suppress deactivation, whilst partial reactivation of spent catalyst was identified using hydroiodic acid.

A Practical Electrophilic Nitrogen Source for the Synthesis of Chiral Primary Amines by Copper-Catalyzed Hydroamination

A mild and practical method for the catalytic installation of the amino group across alkenes and alkynes has long been recognized as a significant challenge in synthetic chemistry. As the direct hydroamination of olefins using ammonia requires harsh conditions, the development of suitable electrophilic aminating reagents for formal hydroamination methods is of importance. Herein, we describe the use of 1,2-benzisoxazole as a practical electrophilic primary amine source. Using this heterocycle as a new amino group delivery agent, a mild and general protocol for the copper-hydride-catalyzed hydroamination of alkenes and alkynes to form primary amines was developed. This method provides access to a broad range of chiral α-branched primary amines and linear primary amines, as demonstrated by the efficient synthesis of the antiretroviral drug maraviroc and the formal synthesis of several other pharmaceutical agents.

A new asymmetric synthesis of (S)-(+)-pipecoline and (S)-(+)- and (R)-(-)-coniine by reductive photocyclization of dienamides

(S)-(+)-Pipecoline and both enantiomers of coniine were synthesized, in good yields, by a reductive photocyclization of chiral dienamides. Enantioselectivities of up to 75% were obtained. (C) 2000 Published by Elsevier Science Ltd.