Month: October 2024

A new preparation of homochiral N-protected 5-hydroxy-3-piperidenes, promising chiral building blocks, by palladium-catalyzed deracemization of their alkyl carbonates was written by Takahata, Hiroki;Suto, Yumiko;Kato, Erina;Yoshimura, Yuichi;Ouchi, Hidekazu. And the article was included in Advanced Synthesis & Catalysis in 2007.Application of 174810-09-4 This article mentions the following:

The Pd-catalyzed deracemization of N-protected alkyl carbonates of 5-hydroxy-3-piperidenes (e.g. N-(p-tolylsulfonyl)-5-(methoxycarbonyloxy)-1,2,5,6-tetrahydropyridine) using chiral phosphine ligands is described. A Trost ligand such as (R)-BPA ((1R,2R)-1,2-bis[[2-(diphenylphosphino)benzoyl]amino]cyclohexane) is a suitable chiral ligand for the deracemization, providing N-protected 5-hydroxy-3-piperidenes in good yields with good to high enantioselectivities. A plausible mechanism for the reaction is proposed. In the experiment, the researchers used many compounds, for example, N,N’-((1R,2R)-Cyclohexane-1,2-diyl)bis(2-(diphenylphosphino)-1-naphthamide) (cas: 174810-09-4Application of 174810-09-4).

N,N’-((1R,2R)-Cyclohexane-1,2-diyl)bis(2-(diphenylphosphino)-1-naphthamide) (cas: 174810-09-4) belongs to chiral phosphine ligands. During the past two decades, tertiary phosphine catalysts have been applied extensively in a wide range of carbon–carbon and carbon–heteroatom bond-forming transformations. Asymmetric catalytic performance is determined not only by the metal center but also by the chiral ligand selected.Application of 174810-09-4

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Asymmetric hydrogenation of α,β-unsaturated ester-phosphonates was written by Huang, Yange;Berthiol, Florian;Stegink, Bart;Pollard, Michael M.;Minnaard, Adriaan J.. And the article was included in Advanced Synthesis & Catalysis in 2009.Application of 864529-90-8 This article mentions the following:

The Rh-catalyzed asym. hydrogenation of readily available α,β-unsaturated ester-phosphonates affords the corresponding α-chiral phosphonates in excellent yield and ee. The resulting products are useful multifunctional building blocks applied in the synthesis of physiol. active compounds In the experiment, the researchers used many compounds, for example, 1-((11bR)-2,6-Dimethyldinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl)piperidine (cas: 864529-90-8Application of 864529-90-8).

1-((11bR)-2,6-Dimethyldinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl)piperidine (cas: 864529-90-8) belongs to chiral phosphine ligands. During the past two decades, tertiary phosphine catalysts have been applied extensively in a wide range of carbon–carbon and carbon–heteroatom bond-forming transformations. Effective chiral catalysts for nucleophilic phosphine catalysis are scarce, seriously limiting the development of asymmetric variants. Application of 864529-90-8

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis