6526-37-0Relevant articles and documents
5-aminopenta-2,4-dienals: Synthesis, activation towards nucleophiles, molecular modeling and biosynthetic implications in relation to the manzamine alkaloids
Yan, Lok-Hang,Skiredj, Adam,Dory, Yves,Delpech, Bernard,Poupon, Erwan
, p. 4973 - 4984 (2014/08/18)
Substituted 5-aminopentadienals and glutaconaldehydes are key elements postulated in the biosynthesis of the diverse class of manzamine-type alkaloids. The activation of 5-aminopentadienals into electrophilic iminium salts and their subsequent reactivity
Synthesis of δ-tributylstannyl-α,βγ, δ-unsaturated aldehydes from pyridines
Michels, Theo D.,Rhee, Jong Uk,Vanderwal, Christopher D.
supporting information; experimental part, p. 4787 - 4790 (2009/05/07)
(Equation Presented) Zincke aldehydes, which are readily available from the ring-opening reaction of pyridinium salts, are easily converted into δ-tributylstannyl-α,β,γ,δ-unsaturated aldehydes (stannyldienals) by the action of tributylstannyllithium. This reaction appears to proceed via 1,6-stannyllithium addition/elimination of lithium dialkylamide. Several stannyldienals of significant utility for the synthesis of polyene natural products have been made by this route, which proceeds in modest yields, but is successful on multigram scale using inexpensive reagents. Simple stannylenals and stannylenones are similarly available from the corresponding vinylogous amides.
The Zincke's reaction: A new alternative for the preparation of 1-[2- (3-indol)ethyl]-alkylpyridinium chloride derivatives
Gnecco, Dino,Juarez, Jorge,Galindo, Alberto,Marazano, Christian,Enriquez, Raul G.
, p. 281 - 287 (2007/10/03)
The Zincke's salts 3 (a-f) were prepared and used for the synthesis of 1-[(2-(3-indol)-ethyl]alkylpyridinium chloride derivatives 5 (a-f) in high yields.
