Cobalt-Catalyzed Fluoroallyllation of Carbonyls via C-C Activation of gem-Difluorocyclopropanes

被引:38
作者
Ai, Yinan [1 ]
Yang, Hanlin [1 ]
Duan, Chunying [1 ]
Li, Xingwei [2 ,3 ]
Yu, Songjie [1 ,2 ]
机构
[1] Dalian Univ Technol, Zhang Dayu Sch Chem, Dalian 116024, Liaoning, Peoples R China
[2] Shandong Univ, Inst Mol Sci & Engn, Inst Frontier & Interdisciplinary Sci, Qingdao 266237, Shandong, Peoples R China
[3] Shaanxi Normal Univ SNNU, Sch Chem & Chem Engn, Xian 710062, Shaanxi, Peoples R China
关键词
ALLYLIC SUBSTITUTION; FLUORINE; ALKYLATION;
D O I
10.1021/acs.orglett.2c01821
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new Co-catalyzed sequential C-C and C-F activation of gem-difluorinated cyclopropanes (gem-FCPs) to form nucleophilic fluoroallylcobalt, followed by addition to aldehydes, is reported. The protocol features the regioselective cleavage of dual chemical bonds of readily available gem-FCPs to prepare easily separable linear (Z)- and (E)-fluorinated homoallylic alcohols with a broad scope. This discovery established a new strategy for the efficient transformation of gem-FCPs as well as the synthesis of challenging fluorinated homoallylic alcohols.
引用
收藏
页码:5051 / 5055
页数:5
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