GaCl3-Catalyzed Ring-Opening Carbonyl-Olefin Metathesis

被引:48
作者
Albright, Haley [1 ]
Vonesh, Hannah L. [1 ]
Becker, Marc R. [1 ]
Alexander, Brandon W. [1 ]
Ludwig, Jacob R. [1 ]
Wiscons, Ren A. [1 ]
Schindler, Corinna S. [1 ]
机构
[1] Univ Michigan, Dept Chem, Willard Henry Dow Lab, 930 North Univ Ave, Ann Arbor, MI 48109 USA
基金
美国国家科学基金会;
关键词
CROSS-METATHESIS; PHOTOPROTOLYTIC OXAMETATHESIS; CATALYZED OLEFINATION; STRAIN; HYDROCARBONS; STEP;
D O I
10.1021/acs.orglett.8b02086
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The development of a Lewis acid-catalyzed ring-opening cross-metathesis reaction which enables selective access to acyclic, unsaturated ketones as the carbonyl olefin metathesis products is described. While catalytic amounts of FeCl3 were previously identified as optimal to catalyze ring dosing metathesis reactions, the complementary ring-opening metathesis between cyclic alkenes and carbonyl functionalities relies on GaCl3 as the superior Lewis acid catalyst.
引用
收藏
页码:4954 / 4958
页数:5
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