β,γ-Vicinal Dicarbofunctionalization of Alkenyl Carbonyl Compounds via Directed Nucleopalladation

被引：156

作者：

Liu, Zhen ^{[1
]}

Zeng, Tian ^{[1
]}

Yang, Kin S. ^{[1
]}

Engle, Keary M. ^{[1
]}

机构：

[1] Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2016年 / 138卷 / 46期

关键词：

HYDROGEN BONDS; PALLADIUM; FUNCTIONALIZATION; ARYLATION; DIFUNCTIONALIZATION; 1,1-DIARYLATION; ALKYLATION; CATALYSIS; INDOLES; OLEFINS;

D O I：

10.1021/jacs.6b09170

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A palladium(II)-catalyzed 1,2-dicarbofunctionalization reaction of unactivated alkenes has been developed, wherein a cleavable bidentate directing group is used to control the regioselectivity and stabilize the putative alkylpalladium(II) intermediate. Under the optimized reaction conditions, a broad range of nucleophiles and electrophiles were found to participate in this transformation, providing moderate to high yields. 3-Butenoic acid derivatives containing internal alkenes and a-substituents were reactive substrates, offering a powerful platform for preparing beta,gamma-substituted carbonyl compounds with multiple stereocenters.

引用

页码：15122 / 15125

页数：4

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