654679-19-3

Upstream product

• 654678-64-5 (-)-N,N-dibenzyl-4-ethyl-1-(trimethylsilyl)hex-1-yn-3-amine 
• 103-49-1 dibenzylamine 
• 97-96-1 2-Ethylbutyraldehyde 

Downstream Products

• 780782-45-8 (S)-4-(dibenzylamino)-5-ethyl-1-(2-furyl)hept-2-yn-1-one 
• 780782-49-2 (S)-4-(dibenzylamino)-5-ethyl-1-phenylhept-2-yn-1-one 
• 780782-43-6 (S)-4-(dibenzylamino)-5-ethyl-1-(4-methoxyphenyl)hept-2-yn-1-one 
• 780782-51-6 (S)-5-(dibenzylamino)-6-ethyloct-3-yn-2-one 
• 780782-61-8 (S)-7-(dibenzylamino)-8-ethyldec-5-yn-4-one 
• 780782-63-0 (S)-1-cyclohexyl-4-(dibenzylamino)-5-ethylhept-2-yn-1-one 
• 780782-90-3 (S)-N,N-dibenzyl-1-(6-cyclohexyl-2-phenyl-4-pyrimidinyl)-2-ethyl-1-butanamine 

Relevant academic research and scientific papers

Practical highly enantioselective synthesis of propargylamines through a copper-catalyzed one-pot three-component condensation reaction

The one-pot three-component reaction of terminal alkynes, aldehydes and secondary amines in the presence of copper(1) bromide/quinap is reported. The reaction scope has been determined and a broad variety of all three components has been used, which afforded the corresponding propargylamines in good to excellent yields and moderate to very good enantioselectivities. The reaction showed a strong positive nonlinear effect. The transformation of a propargylamine intermediate into the alkaloid (S-(+)-coniine has also been described.

Enantioselective synthesis of chiral α-aminoalkyl-1,2,3-triazoles using a three-component reaction

A range of chiral α-aminoalkyl-1,2,3-triazoles have been prepared in a modular fashion in 3 steps with up to 98% ee. The key step is a CuBr/Quinap-catalyzed enantioselective asymmetric three-component synthesis of propargylamines. Georg Thieme Verlag Stut

2-Phenallyl as a versatile protecting group for the asymmetric one-pot three-component synthesis of propargylamines

2-Phenallyl was found to be a versatile protecting group of primary amines for the asymmetric one-pot three-component synthesis of propargylamines which leads to enantiomeric excess of up to 96%; it can be easily removed with a palladium(0)-catalyzed ally

Synthesis of chiral α-aminoalkylpyrimidines using an enantioselective three-component reaction

A range of chiral α-aminoalkylpyrimidines has been prepared in a modular fashion in 5 steps with up to 98% ee. The key step is a CuBr-catalyzed enantioselective asymmetric three-component synthesis of propargylic amines.

Practical highly enantioselective synthesis of terminal propargylamines. An expeditious synthesis of (S)-(+)-coniine

The one-pot three-component addition reaction of trimethylsilylacetylene, aldehydes and dibenzylamine provides in the presence of CuBr/Quinap as catalyst, various enantiomerically enriched propargylamines in good yields (up to 99%) and excellent enantiomeric excess (up to 98% ee) which can be used as a key intermediate in the synthesis of the alkaloid (S)-(+)-coniine.