73289-49-3Relevant articles and documents
2-Aza-1,3-Dienes: Methods of Synthesis and Stereochemical Studies
Ghosez, L.,Bayard, Ph.,Nshimyumukiza, P.,Gouverneur, V.,Sainte, F.,et al.
, p. 11021 - 11042 (2007/10/02)
2-Aza-1,3-dienes bearing an activating trialkylsilyloxy group at C-3 have been prepared via three routes.The first route involves the silylation of N-acylimidates which are readily available from iminoether hydrochlorides and acid chlorides.According to a more general route towards these doubly activated dienes, N-trialkylsilylimidates and N-trialkylsilylimines derived from non-enolizable aldehydes were conveniently converted in a one-pot sequence into the corresponding azadienes by reaction with an acid chloride in the presence of triethylamine.Finally, cyclic dienes could be prepared by direct silylation of glutarimide on both oxygens with trialkylsilyltriflate in the presence of triethylamine.The configuration and conformation of 2-azadienes have been established by 1H, 13C and 15N NMR spectroscopy.
Synthesis of N-(α-Methoxyalkyl) Amides from Imidates
Lokensgard, Jerrold P.,Fischer, John W.,Bartz, William J.
, p. 5609 - 5611 (2007/10/02)
Two general routes from imidates to N-(α-methoxyalkyl) amides (e.g.,R'CONHCH(OCH3)R, 1) are reported.The first involves acylation of the imidate on nitrogen with an acyl chloride, followed by reduction with sodium borohydride.In the second, an aldehyde is converted, via its methyl acetal, to an α-chloro methyl ether, which is used to alkylate the imdate.Further treatment with pyridinium chloride in dry Me2SO yields 1.Thirteen examples are reported.
TOTAL SYNTHESIS OF (+)-PEDERINE. A SIMPLE SYNTHETIC METHOD FOR N-(1-METHOXYALKYL)AMIDES
Matsuda, Fuyuhiko,Yanagiya, Mitsutoshi,Matsumoto, Takeshi
, p. 4043 - 4046 (2007/10/02)
A mild one-pot method for the synthesis of acyclic N-(1-methoxyalkyl)amides starting from carboxylic acids and methyl imidates had been developed and applied to the total synthesis of the insect poison pederine 1.
