74404-10-7Relevant articles and documents
Synthesis, stereochemistry, and thermolysis of ss-aminoalkylboranes
Kawashima, Takayuki,Yamashita, Naoko,Okazaki, Renji
, p. 213 - 214 (2007/10/03)
erythro- and threo-ss-Amino boranes Mes2BCHMeCHPh-NHPh were synthesized by the reaction of Mes2BCHMeLi with N-benzylideneaniline. The stereochemistry was determined by chemical derivation into the corresponding cyclic carbamates via ss-amino alcohols. Their thermolysis gave a mixture of the corresponding (E)-enamine and its tautomer, (E)-imine, in sharp contrast to that of ss-hydroxy boranes giving the olefins.
ADDITION AND LITHIATION REACTIONS OF N-(1-PHENYLALKYLIDENE)ANILINES WITH LITHIUM DIALKYLAMIDES
Strekowski, Lucjan,Patterson, Steven,Cegla, Marek T.,Wydra, Roman L.,Czarny, Agnieska,Harden, Donald B.
, p. 5197 - 5200 (2007/10/02)
Lithium diisopropylamide undergoes an addition reaction to the methyleneamino moiety of the title Schiff's bases substituted with a cyano group at the orto or para position of the aniline, but mediates tautomerization of the unsubstituted and metasubstitu
Azomethines, 1-Azaallyl Anions, and Metastable Secondary Enamines
Knorr, Rudolf,Weiss, Alfons,Loew, Peter,Raepple, Edith
, p. 2462 - 2489 (2007/10/02)
E/Z equilibrium constants of the ketone anils 6a-s do not depend significantly on the inductive substituent effect. 1H NMR chemical shifts used for configurational classification are also effective for assignments in comparable, isomerically almost pure azomethines 6aa-pp and may be explained by the anisotropic shift model.The 1-azaallyl anions 7 prepared by deprotonation are characterized by 1H NMR spectroscopy.Kinetic and thermodynamic control of this metallation reaction result in different preferential configurations of such anions, the methanolysis of which yields metastable sec. enamines 8 by regio- and stereospecific N-protonation.It is possible to estimate further substituent parameters λd from E/Z equilibria.