《Direct catalytic asymmetric and anti-selective vinylogous addition of butenolides to chromones》 was published in Chemical Science in 2020. These research results belong to Cui, Jin; Kumagai, Naoya; Watanabe, Takumi; Shibasaki, Masakatsu. COA of Formula: C50H56O14P2 The article mentions the following:
An anti-selective catalytic asym. Michael-type vinylogous addition of β,γ-butenolides to chromones was developed. The catalyst system developed herein is characterized by tuning of the steric and electronic effects using a proper Biphep-type chiral ligand to invert the diastereoselection, and improvement of the catalyst turnover by a coordinative phenolic additive. The catalytic protocol renders potentially biol. active natural product analogs accessible in good yield with moderate diastereoselectivity and high enantiomeric purity, mostly greater than 99% ee. After reading the article, we found that the author used (R)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,4,5-trimethoxyphenyl)phosphine](cas: 256390-47-3COA of Formula: C50H56O14P2)
(R)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,4,5-trimethoxyphenyl)phosphine](cas: 256390-47-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds. COA of Formula: C50H56O14P2
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis