140237-79-2

Upstream product

• 5153-67-3 nitrostyrene 
• 146140-44-5 3-<(S)-2-(methoxymethyl)pyrrolidin-1-yl>-3-methyl-1,3-butadiene 
• 101219-16-3 N-(2-methyl-1-methylene-2-propenyl)morpholine 
• 129155-07-3 (4R*,5S*)-N-(2-methyl-4-nitro-5-phenyl-cyclohex-1-enyl)morpholine 

Relevant academic research and scientific papers

Diastereo- and enantioselective synthesis of 4-nitrocyclohexanones by [4 + 2] cycloaddition of a chiral 2-aminobutadiene to nitralkenes

The Diels-Alder reaction of 3-[(S)-2-(methoxymethyl)pyrrolidin-1-yl]-1,3-butadiene [(S)-3] with 2-aryl-1-nitroethenes afforded, after hydrolysis, the 5-aryl-2-methyl substituted 4-nitrocyclohexanones (R,S,R)-5 in excellent enantiomeric purities (ee = 95-99%) and with high diastereoselectivities (ds = 75-95%).

Substituent Effects on the Reactivity of 2-Morpholinobutadienes in the Presence of Dienophiles

2-Morpholinobutadienes (1) behave like typical enamines in their reactions with dimethyl acetylenedicarboxylate (2), β-nitrostyrene (3), diethyl 2-oxomalonate (4), and benzaldehyde (5).The nature of the resulting products is strongly dependent on the conf