Inherently chiral nor-heteracalixarenes: design and synthesis <i>via</i> enantioselective intramolecular Suzuki–Miyaura reaction-Reference-Cited by-同舟云学术

Inherently chiral nor-heteracalixarenes: design and synthesis via enantioselective intramolecular Suzuki–Miyaura reaction

Published:2024 Issue:31 Volume:15 Page:12517-12522
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Jiang Yi-Fan¹,Tong Shuo¹^ORCID,Zhu Jieping²^ORCID,Wang Mei-Xiang¹^ORCID

Affiliation:

1. Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, China

2. Laboratory of Synthesis and Natural Products (LSPN), Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, EPFL-SB-ISIC-LSPN, BCH5304, CH-1015 Lausanne, Switzerland

Abstract

Pd-catalyzed Suzuki–Miyaura coupling of tetramer 1 forms inherently chiral nor-heteracalixarenes 2 in high yields and ees. The chirality arises solely from the hindered through-the-annulus rotation of the low rim alkoxy substituent in ring A.

Funder

National Natural Science Foundation of China

École Polytechnique Fédérale de Lausanne

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/SC/D4SC03506B

Reference45 articles.

1. Inherently chiral calixarenes

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5. Palladium-catalyzed diastereoselective cross-coupling of two aryl halides via C–H activation: synthesis of chiral eight-membered nitrogen heterocycles

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