Chemo- and stereoselective reaction between alkyl isocyanides and dimethyl 1,3-acetonedicarbocxylate in the presence of acetylenic esters.
The reaction of alkyl isocyanides with dimethyl 1,3-acetonedicarboxylate in the presence of dialkyl acetylenedicarboxylates in CH(2)Cl(2) at ambient temperature leads to highly functionalized 2-amino-4H-pyrans and 1,2-dialkyl 4,6-dimethyl-(1E, 3E)-3 (alkylamino)-5-oxo-1,3-hexadiene-1,2,4,6-tetracarboxylates.
Nasiri
Farogh
F
Department of Chemistry, Faculty of Science, University of Kurdistan, P.O. Box 416, Sanandaj, Iran. FNasiri@uok.ac.ir
Nazem
Fatemeh
F
Pourdavaie
Kourosh
K
D000480:Alkynes / Q000737:chemistry / Q000378:metabolism*; D004952:Esters / Q000737:chemistry / Q000378:metabolism; D007656:Ketoglutaric Acids / Q000737:chemistry / Q000378:metabolism*; D008954:Models, Biological; D008968:Molecular Conformation; D009570:Nitriles / Q000737:chemistry / Q000378:metabolism*; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
D000480:Alkynes; D004952:Esters; D007656:Ketoglutaric Acids; D009570:Nitriles; C524329:dimethyl 1,3-acetonedicarboxylate