Ring-Closing Enyne Metathesis of Terminal Alkynes with Propargylic Hindrance

被引:4
作者
Laroche, Benjamin [1 ]
Detraz, Morgane [1 ]
Blond, Alain [1 ]
Dubost, Lionel [1 ]
Mailliet, Patrick [2 ]
Nay, Bastien [1 ]
机构
[1] Univ Paris 04, Museum Natl Hist Nat, Unite Mol Commun & Adaptat Microorganismes, CNRS,UMR 7245, F-75005 Paris, France
[2] Univ Paris 04, Museum Natl Hist Nat, Unite Struct & Instabilite Genomes, CNRS,UMR 7196,INSERM,U1154, F-75005 Paris, France
关键词
CROSS-METATHESIS; COMBINATION; EFFICIENCY; CATALYSTS;
D O I
10.1021/acs.joc.5b00659
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ring closing enyne metathesis of substrates with propargylic hindrance was investigated, revealing the successful combination of the Stewart-Grubbs catalysts and microwave heating sometimes up to 170 degrees C for oxacycles. Medium-sized rings were obtained from terminal alkynes previously reputed as reluctant substrates. This unmatched combination was applied to the synthesis of carbocycles and oxacycles. In addition, this is the first report on the use of the Stewart Grubbs catalyst in ring closing enyne metatheses.
引用
收藏
页码:5359 / 5363
页数:5
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