187606-80-0

Upstream product

• 51731-17-0 trans-4-methoxy-3-buten-2-one 
• 123-38-6 propionaldehyde 
• 100-46-9 benzylamine 
• 5930-98-3 4-trimethylsilyl-3-butyn-2-one 
• 4652-27-1 4-methoxy-3-buten-2-one 

Downstream Products

• 196398-09-1 3-(benzylamino-methylene)-hept-6-ene-2,4-dione 
• 1338468-23-7 (E)-tert-butyl benzyl(3-oxobut-1-en-1-yl)carbamate 
• 1338468-24-8 tert-butyl N-benzyl-N-[(E)-3-hydroxybut-1-enyl]carbamate 
• 1338468-25-9 (1E,3E)-tert-butyl benzyl(6,6,6-trifluoro-5-oxohexa-1,3-dienyl)carbamate 
• 1338468-26-0 methyl 5-((1'S,2'R)-2-(benzyl(tert-butoxycarbonyl)amino)-1'-formylcyclohex-3'-enyl)pentanoate 
• 1338468-29-3 (2S,6S,7R)-methyl 7-(benzyl(tert-butoxycarbonyl)amino)-1-oxospiro[5.5]undec-8-ene-2-carboxylate 
• 1338468-28-2 (1R,4R,9S)-methyl-3-benzyl-13-oxo-3-azatricyclotridec[8.3.1.0(4,9)]-5-ene-1-carboxylate 
• 1338468-30-6 (1R,4R,9S,13S)-methyl 3-benzyl-13-hydroxy-3-azatricyclotridec[8.3.1.0(4,9)]-5-ene-1-carboxylate 
• 1338468-31-7 C₂₁H₂₅NO₃ 

Relevant academic research and scientific papers

Microwave-assisted palladium-catalyzed allylation of β-enaminones

A new palladium-catalyzed approach for the C-allylation of β-enaminones under microwave irradiation is reported. This methodology provides an easy access to a variety of α-allylated enaminones. The reaction takes place with the preservation of the enamine function, which is poised for further transformations towards nitrogen-containing heterocycles. Georg Thieme Verlag Stuttgart New York.

A multicomponent formal [1+2+1+2]-cycloaddition for the synthesis of dihydropyridines

Reaction of methoxyvinylmethylketone with different amines and aldehydes under Lewis-acid catalysed conditions results in a novel, formal, step-wise [1+2+1+2]-cycloaddition to give dihydropyridine products.

The enantioselective synthesis of tetracyclic methyllycaconitine analogues

A new enantioselective synthesis of ABEF ring analogues of methyllycaconitine has been developed using a chiral cobalt(III) salen-catalyzed Diels-Alder reaction to form the B ring. Subsequent elaboration to form the A, E and F rings was achieved by sequential Dieckmann, Mannich and Wacker-type cyclizations to afford tetracyclic analogues in 97.5% ee.

Aza-annulation of enaminones with crotonyl chloride - formal reversal of regioselectivity

The regiochemistry of aza-annulation of enaminones with a,β-unsaturated acid chlorides bearing hydrogen atoms on the γ-carbon is reversed when triethylamine is used as mediator. When the reaction was carried out at lower temperatures a 3-acyl β,γ-unsaturated compound could be isolated which cyclised to the desired product under thermal or basic conditions. The nature of this intermediate strongly suggests that a vinyl ketene is the active acylating agent.