Enals enamides

Emissive dopants, for OLED efficiency characteristics, 12, 141 organometallics emitters, 12, 143 phosphor-doped OLEDs, 12, 142 phosphorescent emitters, 12, 142 Emitters, in OLEDs, 12, 158 Enallenes, in Alder-ene reactions, 10, 591 a,/3-Enals, via propargylic alcohol isomerization, 10, 96 Enamides... 

Although they are often considered as poorer ligands than diphosphines, they lead also to very efficient and attractive enantioselective catalytic systems as exemplified here. As recent examples, diphosphinites 19 and 20 have been involved successfully in hydrogenation of olefins (mostly itaconate derivatives and enamides, up to > 99.9 % ee) ([84-89] and functionalized ketones (21) (up to 86 % ee) [90], hydrocyanation (19) [91], standard Pd-mediated allylic alkylation (20) [92] (up to 86% ee) [93], and Diels-Alder reaction between a,/l-enals and dienes (eq. (4) 99 % ee) [94]. 

Cycloaddition reactions. Asymmetric induction in cycloaddition of enals is based on the formation of conjugated iminium salts with bulky prolinol derivatives. Reaction partners include enamides and cyclopentadiene. The Diels-Alder reaction (catalyst 3B) is exo-... 

In 2013, Yoshikai and Wei developed a copper-catalyzed pyridines synthesis from oximes and enals [65]. Under redox-neutral reaction conditions, with 0-acetyl ketoximes and 0 ,/3-unsaturated aldehydes as the substrates and using copper(I) salt and a secondary ammonium salt (or amine) as the catalyst system, a variety of substituted pyridines were prepared with a broad range of functional groups tolerance (Scheme 3.29). By merging iminium catalysis and copper catalyst, imder the redox activity of the copper catalyst, the reaction started to reduce the oxime N—O bond to generate a nucleophilic copper(II) enamide and later oxidize a dihydropyridine intermediates to the final products. 

---