Regio- and Stereoselective Synthesis of Multisubstituted Olefins and Conjugate Dienes by Using α-Oxo Ketene Dithioacetals as the Building Blocks

被引：70

作者：

Jin, Weiwei ^{[1
]}

Du, Wangming ^{[1
]}

Yang, Qin ^{[1
]}

Yu, Haifeng ^{[1
]}

Chen, Jiping ^{[1
]}

Yu, Zhengkun ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 16期

基金：

中国国家自然科学基金;

关键词：

CROSS-COUPLING REACTIONS; BOND-FORMING REACTIONS; EFFICIENT SYNTHESIS; FACILE SYNTHESIS; AMBIENT-TEMPERATURE; PEPTIDYL KETONES; ALKENES; DERIVATIVES; ANNULATION; CONSTRUCTION;

D O I：

10.1021/ol201620g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient palladium(0)-catalyzed, Cu(I)-mediated synthetic route to trisubstituted olefins and conjugate dienes has been developed via oxo directing Liebeskind-Srogl cross-coupling reactions of gem-dihaloolefin-type alpha-oxo ketene dithioacetals with aryl and alkenylboronic acids. The synthetic protocol has demonstrated rare examples of transition-metal-promoted transformations of ketene dithioacetals, providing a novel route to highly functionalized conjugate dienes.

引用

页码：4272 / 4275

页数：4

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