Asymmetric Construction of Chiral 2‐Azetines and Axially Chiral Tetrasubstituted Allenes via Phosphine Catalysis DOI Open Access
Yi Tang, Mingxia Huang,

Jingrong Jin

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 11, 2024

Chiral 2-azetines and allenes are highly valuable structural units in natural products useful chemicals. However, enantioselective synthesis of both has been extremely challenging. Herein, we present asymmetric construction chiral (70-98 % yields up to 96 ee) through phosphine-catalyzed [2+2] annulation yne-enones with sulfamate-derived cyclic imines. These were easily transformed into upon treatment Et

Язык: Английский

Enantioselective Synthesis of an All-Carbon Quaternary Stereocenter by Chiral Brønsted Acid-Catalyzed Friedel–Crafts-Type Reaction between Pyrroles and 3-Indolylmethanols DOI
Tatsuhiro Uchikura, Irene Sánchez‐Sordo,

Tatsuhiko Yoshimura

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(12), С. 7774 - 7783

Опубликована: Апрель 12, 2023

We have developed a chiral phosphoric acid-catalyzed enantioselective Friedel-Crafts alkylation reaction between pyrroles and indolylmethanols. Wide substrate scope was observed, all-carbon quaternary center constructed at the 3 position of indoles in high yields with to excellent enantioselectivities (up 99% ee).

Язык: Английский

Процитировано

4

Beyond 1,4-addition of in-situ generated (aza-)quinone methides and indole imine methides DOI

Yanli Li,

Zhiming Li, Kai‐Kai Wang

и другие.

Chinese Chemical Letters, Год журнала: 2023, Номер 35(7), С. 109322 - 109322

Опубликована: Ноя. 19, 2023

Язык: Английский

Процитировано

4

The Diversity and Evolution of Chiral Brønsted Acid Structures DOI Creative Commons
Jasemine Handjaya,

Niraja Patankar,

Jolene P. Reid

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер 30(46)

Опубликована: Май 6, 2024

The chemical space of chiral Brønsted acid catalysts is defined by quantity and complexity, reflecting the diverse synthetic challenges confronted innovative molecular designs introduced. Here, we detail how this successful outcome a powerful demonstration benefits utilizing both local structure searches comprehensive understanding catalyst performance for effective efficient exploration properties. In concept article provide an evolutionary overview field summarizing approaches to optimization, resulting structures, functions.

Язык: Английский

Процитировано

1

Stereoselective Synthesis of Axially Chiral Allenes and Styrenes via Chiral Phosphoric Acid Catalysis: An Overview DOI Creative Commons
Alemayehu Gashaw Woldegiorgis,

Aleena Mustafai,

Faisal Yasin Muhammad

и другие.

ACS Omega, Год журнала: 2024, Номер 9(31), С. 33351 - 33364

Опубликована: Июль 26, 2024

Chiral allenes and styrenes are essential components in fields like medicinal chemistry, materials science, organic synthesis. They serve a crucial role as chiral ligands catalysts asymmetric Over the past decade, there has been significant advancement development of practical methods utilizing organocatalytic strategies for synthesis styrenes. It is noteworthy that despite extensive studies on formation styrenes, existing reviews their construction confined to specific organocatalysis, called phosphoric acid catalysis, less documented. This review aims explore different conceptual approaches based electrophilic species involved reaction produce stereoselective providing insights into recent advancements field. Emphasis placed works published since 2017, with detailed discussions mechanisms examples from literature.

Язык: Английский

Процитировано

1

Asymmetric Construction of Chiral 2‐Azetines and Axially Chiral Tetrasubstituted Allenes via Phosphine Catalysis DOI Open Access
Yi Tang, Mingxia Huang,

Jingrong Jin

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 11, 2024

Chiral 2-azetines and allenes are highly valuable structural units in natural products useful chemicals. However, enantioselective synthesis of both has been extremely challenging. Herein, we present asymmetric construction chiral (70-98 % yields up to 96 ee) through phosphine-catalyzed [2+2] annulation yne-enones with sulfamate-derived cyclic imines. These were easily transformed into upon treatment Et

Язык: Английский

Процитировано

1