Ruthenium-Catalyzed 1,3-Aryl Redox Isomerization of Allylic Alcohols

The isomerization of allylic alcohols to the corresponding carbonyl compounds is a well-established reaction in organic synthesis. However, 1,3-carbon migration is a quite challenging field, and thus transformation has remained elusive until now. Herein, we present the ruthenium-catalyzed intramolec...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 24; no. 43; pp. 8072 - 8076
Main Authors Luo, Zhen, Zhang, Xue, Liu, Zheng-Qiang, Hong, Chuan-Ming, Li, Qing-Hua, Liu, Tang-Lin
Format Journal Article
LanguageEnglish
Published American Chemical Society 04.11.2022
Online AccessGet full text

Cover

More Information
Summary:The isomerization of allylic alcohols to the corresponding carbonyl compounds is a well-established reaction in organic synthesis. However, 1,3-carbon migration is a quite challenging field, and thus transformation has remained elusive until now. Herein, we present the ruthenium-catalyzed intramolecular 1,3-aryl migrative isomerization, which provides a mild and environmentally friendly method to synthesize various ketones with high step- and atom-economy and broad substrate scope. Meanwhile, the Ru­(III)-catalyzed C­(sp3)–C­(aryl) bond cleavage of unactivated allylic alcohols may serve as a heuristic paradigm for transition-metal-catalyzed C–C activation.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c03410