Mechanism of palladium-catalyzed allylic substitution of tertiary allylic carbonates with sodium sulfinates: unusual bifunctional nucleophile-enabled inner-sphere pathway and origin of regio- and enantioselectivities-Reference-Cited by-同舟云学术

Mechanism of palladium-catalyzed allylic substitution of tertiary allylic carbonates with sodium sulfinates: unusual bifunctional nucleophile-enabled inner-sphere pathway and origin of regio- and enantioselectivities

Published:2024 Issue:6 Volume:14 Page:1642-1652
ISSN:2044-4753
Container-title:Catalysis Science & Technology
language:en
Short-container-title:Catal. Sci. Technol.

Author:

Wu Hongli¹,Wu Botao²,Kleij Arjan W.³⁴^ORCID,Huang Genping¹^ORCID

Affiliation:

1. Department of Chemistry, School of Science and Tianjin Key Laboratory of Molecular Optoelectronic Sciences, Tianjin University, Tianjin 300072, P. R. China

2. College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P. R. China

3. Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, 43007 Tarragona, Spain

4. Catalan Institute of Research and Advanced Studies (ICREA), Pg. Lluis Companys 23, 08010 Barcelona, Spain

Abstract

DFT calculations were performed to investigate Pd-catalyzed allylic sulfonylation of tertiary allylic carbonates. The bifunctional role of the sulfonate nucleophile enables the C–S bond formation via a unique inner-sphere pathway.

Funder

National Natural Science Foundation of China

Generalitat de Catalunya

Institució Catalana de Recerca i Estudis Avançats

Ministerio de Ciencia e Innovación

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/CY/D3CY01493B

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