Rhenium-Catalyzed Regio- and Stereoselective Addition of Two Carbon Units to Terminal Alkynes via Carbon-Carbon Bond Cleavage of β-Keto Sulfones

被引:38
作者
Kuninobu, Yoichiro [1 ]
Matsuzaki, Hironori [1 ]
Nishi, Mitsumi [1 ]
Takai, Kazuhiko [1 ]
机构
[1] Okayama Univ, Grad Sch Nat Sci & Technol, Div Chem & Biochem, Kita Ku, Okayama 7008530, Japan
关键词
SINGLE-BOND; INSERTION; CYCLOBUTENONES; CYCLOBUTANONES; 2-PYRANONES; ACETYLENES; PHENOLS; ESTERS;
D O I
10.1021/ol2008507
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of beta-keto sulfones with terminal alkynes gave unsaturated delta-keto sulfones in good to excellent yields under rhenium catalysis. In this reaction, the insertion of the alkynes into the nonstrained carbon-carbon single bond between the alpha- and beta-positions of the beta-keto sulfones proceeded smoothly, and (Z)-isomers were produced with high regio- and stereoselectivities.
引用
收藏
页码:2959 / 2961
页数:3
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