Asymmetric Carroll rearrangement of allyl α-acetamido-β-keto carboxylates catalyzed by a chiral palladium complex was written by Kuwano, Ryoichi;Ishida, Naoki;Murakami, Masahiro. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2005.Safety of N,N’-((1R,2R)-Cyclohexane-1,2-diyl)bis(2-(diphenylphosphino)-1-naphthamide) This article mentions the following:
Asym. decarboxylative rearrangement (Carroll rearrangement) of allyl α-acetamido-β-keto carboxylates was catalyzed by a palladium complex modified with a chiral phosphine ligand, giving optically active γ,δ-unsaturated α-amino ketones with up to 90% ee. An efficient catalyst system thus used was tris(dibenzylideneacetone)dipalladium chloroform adduct and a Trost-type ligand, N,N‘-(1R,2R)-1,2-cyclohexanediylbis[2-(diphenylphosphino)-1-naphthalenecarboxamide]. Lower reactivities were observed with allyl esters, other than propenyl esters. In the experiment, the researchers used many compounds, for example, N,N’-((1R,2R)-Cyclohexane-1,2-diyl)bis(2-(diphenylphosphino)-1-naphthamide) (cas: 174810-09-4Safety of N,N’-((1R,2R)-Cyclohexane-1,2-diyl)bis(2-(diphenylphosphino)-1-naphthamide)).
N,N’-((1R,2R)-Cyclohexane-1,2-diyl)bis(2-(diphenylphosphino)-1-naphthamide) (cas: 174810-09-4) belongs to chiral phosphine ligands. Thousands of arylphosphines have been used as chiral ligands for metal-catalyzed asymmetric reactions. Indeed, very little research on chiral tertiary phosphine-catalyzed asymmetric reactions occurred prior to the year 2000.Safety of N,N’-((1R,2R)-Cyclohexane-1,2-diyl)bis(2-(diphenylphosphino)-1-naphthamide)
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis