128402-44-8Relevant academic research and scientific papers
The palladium-catalyzed asymmetric α-allylations of carbonyl compounds with chiral allyl esters via enamines and imines
Hiroi,Abe,Suya,Sato,Koyama
, p. 203 - 213 (2007/10/02)
A novel and excellent method for asymmetric α-allylation of carbonyl compounds via their chiral enamines or imines bearing allyl esters has been developed. Readily available chiral allyl esters having chirality at the α- position of the ester carbonyl group, such as (S)-proline and other (S)-α- amino acid allyl esters, have been found to serve as good asymmetric allylating reagents in palladium-catalyzed reactions of the chiral enamines and imines derived from them. The use of (S)-proline or (S)-valine allyl esters as the amino parts in the enamines or imines provided the highest optical yields of the corresponding α-allyl carbonyl compounds. A mechanism for asymmetric induction is proposed based on the stereochemical results obtained.
Intra- and intermolecular palladium-catalyzed asymmetric allylations of chiral enamines
Hiroi, Kunio,Abe, Jun
, p. 283 - 286 (2007/10/02)
Stereochemistry of intramolecular palladium-catalyzed asymmetric allylations of chiral enamines involving allylating species in the molecules is discussed, compared with that of intermolecular reactions.The mechanistic pathway for this asymmetric induction is proposed on the basis of the stereochemical results.
