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
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).
#
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.
#
#
Publication History
Article published online:
25 July 2024
© 2024. Thieme. All rights reserved
Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany