Emerging Strategies for Asymmetric Synthesis: Combining Enzyme Promiscuity and Photo‐/Electro‐redox Catalysis DOI
Chao‐Jiu Long, Yan‐Hong He, Zhi Guan

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(2)

Published: Jan. 27, 2023

Abstract As an emerging opportunity to expand the reactivity repertoire of enzymes achieve unnatural transformations in organic synthesis, enzyme promiscuity has attracted great interest recent years. The combination catalysis and photo‐/electro‐redox which can benefit from both exquisite selectivity unique chemical accessible photo‐/electro‐chemistry many advantages, such as new reactivity, high enantioselectivity, green yields. In past decades, most photoenzymatic enzymatic electrosynthesis mainly focused on exploiting regenerated cofactors function native activity. However, developments have demonstrated that combining unlock asymmetric reactions. This minireview highlights these strategies covers literature 2016 date. Furthermore, future development direction this field is prospected.

Language: Английский

Gold/Chiral Amine Relay Catalysis Enables Asymmetric Synthesis of C2-Quaternary Indolin-3-ones DOI
Wenbin Wang,

Ji-Chao Lu,

Hao Bai

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(9), P. 1792 - 1796

Published: Feb. 28, 2024

A mild and effective strategy for the asymmetric synthesis of C2-quaternary indolin-3-ones from 2-alkynyl arylazides ketones by gold/chiral amine relay catalysis is described. In this reaction, undergo gold-catalyzed cyclization, nucleophilic attack, oxidation to form intermediate 2-phenyl-3H-indol-3-ones, followed an l-proline-catalyzed Mannich reaction with ketones, afford corresponding products in satisfactory yields excellent enantio- diastereoselectivities.

Language: Английский

Citations

5

Asymmetric Intramolecular Amination Catalyzed with Cp*Ir-SPDO via Nitrene Transfer for Synthesis of Spiro-Quaternary Indolinone DOI
Shiqiang Wei, Zihao Li, Shuanghu Wang

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(28), P. 18841 - 18847

Published: July 8, 2024

An asymmetric intramolecular spiro-amination to high steric hindering

Language: Английский

Citations

5

Vitreoscillahemoglobin: a natural carbene transfer catalyst for diastereo- and enantioselective synthesis of nitrile-substituted cyclopropanes DOI

Hanqing Xie,

Fengxi Li, Yaning Xu

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(17), P. 6853 - 6858

Published: Jan. 1, 2023

we developed an environmentally friendly strategy that combines in situ generation of a diazo reagent with biocatalysis for the asymmetric cyclopropanation olefins.

Language: Английский

Citations

12

Electroreductive Hydroxymethylation of Imines with Ketones To Access β-Amino Alcohols DOI
Wei-Mei Zeng,

Wen-Feng Dong,

Yan‐Hong He

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(3), P. 1625 - 1634

Published: Jan. 25, 2023

In this article, an electrochemical method for the direct synthesis of β-amino alcohols from imines and ketones is described. Mechanistic studies, including a radical trapping experiment, electron paramagnetic resonance, cyclic voltammetry, divided-cell electrolysis support radical-involved reductive cross coupling with at cathode. The use abundant easily prepared starting materials, high atom- step-economy, insensitivity to air moisture make synthetic strategy more efficient construction various alcohol derivatives.

Language: Английский

Citations

11

Catalytic Asymmetric Cyclizative Rearrangement of Anilines and Vicinal Diketones to Access 2,2‐Disubstituted Indolin‐3‐ones DOI Creative Commons

Rui Quan,

Xing‐Zi Li,

Zi‐Qi Wang

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 11(25)

Published: April 24, 2024

Abstract The efficient synthesis of chiral 2,2‐disubstituted indolin‐3‐ones is great importance due to its significant synthetic and biological applications. However, catalytic enantioselective methods for de novo such heterocycles remain scarce. Herein, a novel cyclizative rearrangement readily available anilines vicinal diketones the one‐step construction enantioenriched presented. reaction proceeds through self‐sorted [3+2] heteroannulation/regioselective dehydration/1,2‐ester shift process. Only phosphoric acid employed promote entire sequence simplify manipulation this protocol. Various common aniline derivatives are successfully applied asymmetric as 1,3‐binuclephiles first time. Remarkably, observed stereoselectivity proposed originate from an amine‐directed regio‐ ortho ‐Csp 2 ‐H addition ketones. A range transformations resulting products demonstrated well.

Language: Английский

Citations

4

Recent Developments for the Catalytic Asymmetric Synthesis of Indolin-3-one Derivatives DOI

Atul Jankiram Dolas,

Arun L. Patel,

Imtiyaz Ahmad Shah

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

2,2-Disubstituted indolin-3-ones, which are essential components in many manufactured chemicals, dyes, and naturally occurring bioactive alkaloids, have emerged as exciting synthetic targets. Much attention has been paid to accessing these units, particularly an asymmetric fashion, during the last decade. In this review article, we discuss current state of available methods with existing mechanistic pathways for chiral indolin-3-one derivatives under various catalytic systems. This overall presentation protocols access 2,2-disubstituted or fused indolin-3-ones aza-quaternary centre is categorized based on reaction modes 2-substituted-3H-indole-3-one other similar protocols.

Language: Английский

Citations

0

Enzyme-Controlled Bidirectional Enantioselectivity in Asymmetric Decarboxylative Mannich Reaction for Synthesizing β-Sulfonamide Ketones DOI
Yong Tang, Yaning Xu, Xuan Zhang

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 4784 - 4797

Published: March 6, 2025

Language: Английский

Citations

0

Electrochemical Benzylic C–H Carboxylation DOI

Wei-Mei Zeng,

Chunhui Peng,

Youai Qiu

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: April 9, 2025

Direct benzylic C-H carboxylation stands as a high atom economy, efficient, and convenient route for the synthesis of valuable carboxylic acids, which are great significance in many pharmaceuticals bioactive molecules. However, inherent inertness both bonds carbon dioxide presents challenge further transformations. Herein, we report our efforts to overcome this obstacle via halide-promoted linear paired electrolysis generate various acids. Remarkably, process is transition-metal- base-free, making it environmentally benign cost-effective. Besides, suitable constructing wide range primary, secondary, tertiary acids under mild reaction conditions, demonstrating broad substrate scopes good functional group tolerance. Furthermore, protocol enables direct some drug molecules, including Flurbiprofen, Ibuprofen, Naproxen, facilitates late-stage modification complex compounds, showcasing practical application synthetic chemistry underscores its potential advance related compounds.

Language: Английский

Citations

0

Highly Photoelectrical responsive and Controllable Supramolecular Helical Assemblies with Dual Functionalities as Photo-Organocatalysts DOI

Yahao Ren,

Duo Wei, Wei Yang

et al.

Colloids and Surfaces A Physicochemical and Engineering Aspects, Journal Year: 2025, Volume and Issue: unknown, P. 136968 - 136968

Published: April 1, 2025

Language: Английский

Citations

0

Single-electron transfer enables enantioselective synthesis of spirooxindoles via dual copper and phosphoric acid catalysis DOI
Jun Shi, Xueting Zhou, Bingqing Yang

et al.

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 111250 - 111250

Published: April 1, 2025

Language: Английский

Citations

0