Enantioselective aza-Friedel–Crafts alkylation of aniline derivatives with cyclic <i>N</i>-sulfonyl α-ketiminoesters: the effect of catalyst confinement and the rationale behind the high enantioselectivity-Reference-Cited by-同舟云学术

Enantioselective aza-Friedel–Crafts alkylation of aniline derivatives with cyclic N-sulfonyl α-ketiminoesters: the effect of catalyst confinement and the rationale behind the high enantioselectivity

Published:2024 Issue: Volume: Page:
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Li Jiahui¹,Yu Shibo¹,He Lei¹,Yu Tianxu¹,Xue Leipeng¹,Yao Chao¹,Li Yue-Ming¹^ORCID

Affiliation:

1. State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University, 38 Tongyan Road, Tianjin 300350, China

Abstract

In the presence of structurally confined chiral catalysts, the mechanism of the reaction could be altered and aromatization of the reaction intermediates became the key factor governing the high enantioselectivity of the reactions.

Funder

Department of Science and Technology of Shandong Province

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/QO/D4QO01076K

Reference56 articles.

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2. Formation of Optically Active Aromaticα-Amino Acids by Catalytic Enantioselective Addition of Imines to Aromatic Compounds

3. Catalytic Enantioselective Friedel−Crafts Reactions of Aromatic Compounds with Glyoxylate: A Simple Procedure for the Synthesis of Optically Active Aromatic Mandelic Acid Esters

4. Optically Active Aromatic and Heteroaromatic α-Amino Acids by a One-Pot Catalytic Enantioselective Addition of Aromatic and Heteroaromatic C−H Bonds to α-Imino Esters