Highly asymmetric aldol reaction of isatins and ketones catalyzed by chiral bifunctional primary-amine organocatalyst on water-Reference-Cited by-同舟云学术

Highly asymmetric aldol reaction of isatins and ketones catalyzed by chiral bifunctional primary-amine organocatalyst on water

Published:2023 Issue:43 Volume:21 Page:8695-8701
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Lv Xiao-Xiong¹,Liu Ning¹^ORCID,Chen Fei¹,Zhang Hao¹,Du Zhi-Hong¹^ORCID,Wang Pei²,Yuan Meng³,Da Chao Shan³^ORCID

Affiliation:

1. School of Chemistry and Chemical Engineering/State Key Laboratory Incubation Base for Green Processing of Chemical Engineering, Shihezi University, North 4th Road, Shihezi, Xinjiang 832003, China

2. School of Basic Medical Sciences, Ningxia Medical University, Yinchuan, China

3. Institute of Biochemistry and Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou 730000, China

Abstract

An efficient asymmetric aldol reaction between isatins and ketones on water has been reported, which afforded a series of enantioenriched 3-hydroxy-2-oxindoles in excellent yields and stereoselectivities under mild conditions.

Funder

National Natural Science Foundation of China

Government of Xinjiang Uygur Autonomous Region of China

Shihezi University

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D3OB01227A

Reference80 articles.

1. Enantioselective Organocatalysis

2. Recent progress in organocatalytic asymmetric total syntheses of complex indole alkaloids

3. Green Asymmetric Organocatalysis

4. Green Chemistry Meets Asymmetric Organocatalysis: A Critical Overview on Catalysts Synthesis

5. Recent advances in enantioselective organocatalyzed anhydride desymmetrization and its application to the synthesis of valuable enantiopure compounds

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1. Improvement of bifunctional organocatalysis performance by water as an additive in the Michael addition of carbonyl compounds to maleimides;Tetrahedron;2024-09

2. Aldol Insights: The Route to Chiral Synthesis of 3‐Substituted 3‐Hydroxy‐2‐Oxindoles;ChemistrySelect;2024-03-06