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

被引：10
|
作者：
Luo, Zhen [1 ]
Zhang, Xue [1 ]
Liu, Zheng-Qiang [1 ]
Hong, Chuan-Ming [1 ]
Li, Qing-Hua [1 ]
Liu, Tang-Lin [1 ]
机构：
[1] Southwest Univ, Sch Chem & Chem Engn, Chongqing 400715, Peoples R China
来源：
ORGANIC LETTERS | 2022年
基金：
中国国家自然科学基金;
关键词：
ENANTIOSELECTIVE ISOMERIZATION; TRANSFER HYDROGENATION; 1,2-ARYL MIGRATION; COMPLEXES; TRIFLUOROMETHYLATION; MECHANISM; OXIDATION; KETONES; WATER;
D O I：
10.1021/acs.orglett.2c03410
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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 intra-molecular 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.
引用
收藏
页码：8072 / 8076
页数：5
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