Favoring Trienamine Activation through Unconjugated Dienals: Organocatalytic Enantioselective Remote Functionalization of Alkenes
Ikusi/ Ireki
Data
2014-01-29Egilea
Talavera Urquijo, Garazi
Reyes Martín, Efraim
Chemistry. A European Journal 20(8) : 2145-2148 (2014)
Laburpena
Unconjugated 2,5-dienals are more reactive substrates
than the corresponding fully conjugated a,b,g,dunsaturated
aldehydes towards organocatalytic activation
through trienamine intermediates. This difference in reactivity
has been demonstrated in the Diels–Alder reaction
with nitroalkenes, a reaction that proceeds with clean b,eselectivity
to afford the final products in high yields and
stereoselectivities, the related polyconjugated 2,4-dienals
being completely unreactive.