6533b7d4fe1ef96bd1262745
RESEARCH PRODUCT
( E )‐ und ( Z )‐Enole von β‐Ketocarbonsäureamiden
Horst WengenrothHerbert Meiersubject
Inorganic ChemistrySolventSteric effectsAmmoniachemistry.chemical_compoundChemistryStereochemistryAmideElectronic effectChelationdescription
(E)- and (Z)-Enols of β-Ketocarboxylic Acid Amides Reaction of dimesitoyldiazomethane (1) with ammonia (3a), primary and secondary amines (3b – o and 3p – v, respectively) leads to the completely enolized amides 4a – v. Besides the chelated Z configuration the unusual E isomer exists in the most cases, too. The Z/E distribution in the equilibrium depends on the steric and electronic effects present in the amide group CONR2R3 and on the solvent.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1990-06-01 | Chemische Berichte |