Synthesis of Chiral Axially Diaryl Aldehydes by Chiral Phosphoric Acid Catalyzed Desymmetrization Reaction DOI

Lutong Yuan,

Lixin Cui,

Yuheng Liu

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Окт. 29, 2024

Abstract Axially chiral biaryl aldehydes are precursors for the synthesis of axially compounds and novel catalysts great interest, which play vital roles in extensive research fields. However, limited strategies exist efficient aldehydes, construction structurally diverse remains challenging. Herein, a strategy is reported with varying structures from dialdehydes aromatic amines presence phosphoric acid catalyst. This protocol features excellent enantioselectivity, mild conditions, good functional‐group tolerance.

Язык: Английский

Recent advances in organocatalytic atroposelective reactions DOI Creative Commons

Henrich Szabados,

Radovan Šebesta

Beilstein Journal of Organic Chemistry, Год журнала: 2025, Номер 21, С. 55 - 121

Опубликована: Янв. 9, 2025

Axial chirality is present in a variety of naturally occurring compounds, and becoming increasingly relevant also medicine. Many axially chiral compounds are important as catalysts asymmetric catalysis or have chiroptical properties. This review overviews recent progress the synthesis via organocatalysis. Atroposelective organocatalytic reactions discussed according to dominant catalyst activation mode. For covalent organocatalysis, typical enamine iminium modes presented, followed by N -heterocyclic carbene-catalyzed reactions. The bulk devoted non-covalent activation, where Brønsted acids feature most prolific catalytic structure. last part article discusses hydrogen-bond-donating other motifs such phase-transfer catalysts.

Язык: Английский

Процитировано

1

Development of Configurationally Labile Biaryl Reagents for Atropisomer Synthesis DOI
Changhui Wu, Jin Yang, Xiaoyuan Zhang

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(28)

Опубликована: Май 16, 2024

Abstract Axially chiral biaryl scaffolds are important in pharmaceuticals, natural products, and asymmetric synthesis. Atroposelective ring‐opening of configurationally labile reagents via dynamic kinetic transformation provides a valuable approach to access axially atropisomers. This review summarizes seminal contributions recent advancements on this topic based the use different types reagents.

Язык: Английский

Процитировано

6

Asymmetric construction of axial and planar chirality with N-heterocyclic carbene (NHC) organocatalysis DOI
Meng Zhang,

Xiaoqun Yang,

Xiaolin Peng

и другие.

Science China Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Окт. 30, 2024

Язык: Английский

Процитировано

6

Disclosing the mechanism and origin of stereoselectivity of the NHC-catalyzed transformation reaction of enals with acyl azolium as a key intermediate DOI

Pingxin Liang,

Dongying Shi, Yang Wang

и другие.

Catalysis Science & Technology, Год журнала: 2024, Номер 14(15), С. 4302 - 4310

Опубликована: Янв. 1, 2024

The reaction mechanism and origin of stereoselectivity the NHC-catalyzed transformation an acyl azolium intermediate have been theoretically investigated using DFT method.

Язык: Английский

Процитировано

5

Synthesis of Chiral Axially Diaryl Aldehydes by Chiral Phosphoric Acid Catalyzed Desymmetrization Reaction DOI

Lutong Yuan,

Lixin Cui,

Yuheng Liu

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Окт. 29, 2024

Abstract Axially chiral biaryl aldehydes are precursors for the synthesis of axially compounds and novel catalysts great interest, which play vital roles in extensive research fields. However, limited strategies exist efficient aldehydes, construction structurally diverse remains challenging. Herein, a strategy is reported with varying structures from dialdehydes aromatic amines presence phosphoric acid catalyst. This protocol features excellent enantioselectivity, mild conditions, good functional‐group tolerance.

Язык: Английский

Процитировано

0