Construction of cyclic enones via gold-catalyzed oxygen transfer reactions

被引:37
|
作者
Liu, Leping [1 ]
Xu, Bo [1 ]
Hammond, Gerald B. [1 ]
机构
[1] Univ Louisville, Dept Chem, Louisville, KY 40292 USA
关键词
alkyne-carbonyl metathesis; cyclic enones; gold-catalyzed; oxonium; oxygen transfer; ASYMMETRIC CONJUGATE ADDITION; INTRAMOLECULAR CARBOCYCLIZATION; HYDRATIVE CYCLIZATION; ALDOL REACTIONS; ALDEHYDES; 1,6-DIYNES; ALKYNES; DERIVATIVES; METATHESIS; MECHANISM;
D O I
10.3762/bjoc.7.71
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
During the last decade, gold-catalyzed reactions have become a tour de force in organic synthesis. Recently, the gold-, Bronsted acid-or Lewis acid-catalyzed oxygen transfer from carbonyl to carbon-carbon triple bond, the so-called alkyne-carbonyl metathesis, has attracted much attention because this atom economical transformation generates alpha,beta-unsaturated carbonyl derivatives which are of great interest in synthetic organic chemistry. This mini-review focuses on the most recent achievements on gold-catalyzed oxygen transfer reactions of tethered alkynones, diynes or alkynyl epoxides to cyclic enones. The corresponding mechanisms for the transformations are also discussed.
引用
收藏
页码:606 / 614
页数:9
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