Synlett 2014; 25(19): 2686-2702
DOI: 10.1055/s-0034-1379230
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© Georg Thieme Verlag Stuttgart · New York

The Applications of Palladacycles as Transition-Metal Catalysts in Organic Synthesis

Dong-Liang Mo
a   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China   Fax: +86(21)54925100   Email: xlhou@sioc.ac.cn   Email: dingch@sioc.ac.cn
,
Ting-Ke Zhang
c   Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China
,
Guang-Cun Ge
a   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China   Fax: +86(21)54925100   Email: xlhou@sioc.ac.cn   Email: dingch@sioc.ac.cn
,
Xiao-Jun Huang
a   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China   Fax: +86(21)54925100   Email: xlhou@sioc.ac.cn   Email: dingch@sioc.ac.cn
,
Chang-Hua Ding*
a   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China   Fax: +86(21)54925100   Email: xlhou@sioc.ac.cn   Email: dingch@sioc.ac.cn
,
Li-Xin Dai
a   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China   Fax: +86(21)54925100   Email: xlhou@sioc.ac.cn   Email: dingch@sioc.ac.cn
,
Xue-Long Hou*
a   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China   Fax: +86(21)54925100   Email: xlhou@sioc.ac.cn   Email: dingch@sioc.ac.cn
c   Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China
› Author Affiliations
Further Information

Publication History

Received: 17 July 2014

Accepted after revision: 07 September 2014

Publication Date:
20 October 2014 (online)


Abstract

This account summarizes our recent work on palladacycles in organic synthesis and describes some unique catalytic properties of palladacycles as transition-metal catalysts for some useful transformations. Asymmetric induction has been realized by using chiral palladacycles as transition-metal catalysts. The influence of the C−Pd bond of palladacycles on their catalytic activity has been revealed. The reaction selectivity can be switched by appropriate choice of an sp2- or sp3-hybridized C,P-palladacycle catalyst.

1 Introduction

2 The Discovery of the Use of Palladacycles as Transition-Metal Catalysts and Their Applications in Asymmetric Catalysis

3 Switch Between Addition and Ring Opening in the Reaction of Oxabicyclic Alkenes with Terminal Alkynes by Catalysis with sp2-C,P- or sp3-C,P-Palladacycles

4 Synthesis of Polysubstituted Furans, Methylenecyclopropanes, and Polycyclic 5H-Benzo[b]azepines through Catalysis by Palladacycles

5 Conclusions

 
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