SYNTHESES OF FUNCTIONALIZED CYCLIC MOLECULES BY PALLADIUM-CATALYZED CYCLIZATION OF PROPARGYLIC ESTERS WITH BIS-NUCLEOPHILES

被引:25
作者
Yoshida, Masahiro [1 ]
机构
[1] Univ Tokushima, Grad Sch Pharmaceut Sci, Tokushima 7708505, Japan
基金
日本学术振兴会;
关键词
Cyclization; Palladium Catalyst; Propargylic Compound; Nucleophile; RING EXPANSION REACTION; CARBONATES; DERIVATIVES; PHENOLS; CONSTRUCTION; CHEMISTRY; OXIRANES; 4-METHOXYCARBONYLOXY-2-BUTYN-1-OLS; SUBSTITUTION; METHODOLOGY;
D O I
10.3987/REV-13-776
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
It is known that propargylic esters react with palladium complex leading to pi-propargylpalladium complexes, which further cause various transformations in the presence of soft nucleophiles to produce the corresponding products. Among them, palladium-catalyzed cyclization of propargylic esters with bis-nucleophiles is one of the useful methodologies for the construction of functionalized cyclic molecules in one step. Since the pioneering work reported by Tsuji in 1985, a considerable number of reactions have been reported by the use of various bis-nucleophiles. In this review, a comprehensive overview of the studies on palladium-catalyzed reactions of propargylic esters with bis-nucleophiles is described, in which various functionalized cyclic molecules can be synthesized in a regio- and stereoselective manner.
引用
收藏
页码:1835 / 1864
页数:30
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