Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml
Download PDF
Synfacts 2024; 20(08): 0817
DOI: 10.1055/s-0043-1775255
DOI: 10.1055/s-0043-1775255
Metals in Synthesis
Photoinduced Palladium-Catalyzed 1,4-syn-Difunctionalization of Cyclic 1,3-Dienes
Liang Y,
Bian T,
Yadav K,
Zhou Q,
Zhou L,
Sun R,
Zhang Z.
*
Zhejiang Normal University, Jinhua, P. R. of China and University of Hawai’i at Mānoa,
Honolulu, USA
Selective 1,4-syn-Addition to Cyclic 1,3-Dienes via Hybrid Palladium Catalysis.
ACS Cent. Sci. 2024;
10: 1191-1200
DOI: 10.1021/acscentsci.4c00094
Selective 1,4-syn-Addition to Cyclic 1,3-Dienes via Hybrid Palladium Catalysis.
ACS Cent. Sci. 2024;
10: 1191-1200
DOI: 10.1021/acscentsci.4c00094
Significance
A hybrid palladium-catalyzed protocol for the synthesis of 1,4-cis-substituted cyclic frameworks from 1,3-dienes, alkyl or aryl halides and a diverse array of nucleophiles is disclosed. This mild method features a broad substrate scope and exceptional 1,4-syn-addition selectivity (dr >20:1).
MissingLinkText
Comment
The proposed radical-polar crossover mechanism with reverse facial selectivity is supported by density functional theory calculations and experimental studies such as radical trap and Stern–Volmer quenching experiments.
MissingLinkText
MissingLinkText
Publication History
Article published online:
25 July 2024
© 2024. Thieme. All rights reserved
Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany