Conjugated imines and iminium salts as versatile acceptors of nucleophiles.
Growing interests in nitrogen-containing molecules involving bioactive and functional materials have stimulated the recent development of synthetic methodologies where nucleophilic addition reactions to imino carbons are utilized in crucial steps. This article summarizes double nucleophilic addition reactions with alpha,beta-unsaturated aldimines, addition reactions using alkynyl imines, "umpoled" reactions of alpha-imino esters, and the use of iminium salts as reactive electrophiles.
Shimizu
Makoto
M
Department of Chemistry for Materials, Graduate School of Engineering, Mie University, Tsu, Mie 514-8507, Japan. mshimizu@chem.mie-u.ac.jp
Hachiya
Iwao
I
Mizota
Isao
I
D000447:Aldehydes / Q000737:chemistry; D004952:Esters / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D012492:Salts / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry; D017971:Tin Compounds / Q000737:chemistry
D000447:Aldehydes; D004952:Esters; D007097:Imines; D012492:Salts; D013438:Sulfhydryl Compounds; D017971:Tin Compounds; C031525:stannane