Palladium-Catalyzed Regio- and Enantioselective Synthesis of Allylic Amines Featuring Tetrasubstituted Tertiary Carbons
The first asymmetric synthesis of α,α-disubstituted allylic N-arylamines based on a palladium-catalyzed allylic amination has been developed. The protocol uses highly modular vinyl cyclic carbonates and unactivated aromatic amine nucleophiles as substrates. The catalytic process features minimal waste production, ample scope in reaction partners, high asymmetric induction up to 97% ee, and operational simplicity.
Cai, Aijie,Guo, Wusheng,Martínez-Rodríguez, Luis,Kleij, Arjan W.
ASYMMETRIC CYCLIZATION OF 2-BUTENYLENE DICARBAMATES CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-PALLADIUM COMPLEXES: CATALYTIC ASYMMETRIC SYNTHESIS OF OPTICALLY ACTIVE 2-AMINO-3-BUTENOLS
Cyclization of 2-butenylene dicarbamates (RNHCOOCH2CH=CHCH2OCONHR: R = Ph, MeOC6H4, PhCH=CH, etc.) in the presence of a palladium catalyst coordinated with chiral (hydroxyalkyl)-ferrocenylphosphine ligand gave optically active 4-vinyl-2-oxazolidines (up t
Hayashi, Tamio,Yamamoto, Akihiro,Ito, Yoshihiko
p. 99 - 102
(2007/10/02)
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