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Synlett 2010(11): 1577-1588  
DOI: 10.1055/s-0030-1258083
ACCOUNT
© Georg Thieme Verlag Stuttgart ˙ New York

Palladium-Catalyzed Heck-Type Coupling of Allyl Esters: β-Hydride versus β-Acetoxy Elimination

Delin Pan, Ning Jiao*
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Road 38, Beijing 100191, P. R. of China
Fax: +86(10)82805297; e-Mail: jiaoning@bjmu.edu.cn;
Further Information

Publication History

Received 31 January 2010
Publication Date:
10 June 2010 (online)

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Abstract

This account presents recent progress in palladium-­catalyzed Heck-type reactions of allyl esters with aryl halides, arylmetallic reagents, or arenes. Many improvements have been achieved to control the regioselectivity of β-hydride or β-acetoxy elimination.

1 Introduction

2 Palladium-Catalyzed Heck-Type Coupling of Allyl Esters with Aryl Halides

3 Palladium-Catalyzed Heck-Type Coupling of Allyl Esters with Organometallic Reagents

4 Palladium-Catalyzed Heck-Type Coupling of Allyl Esters with Arenes via Aromatic C-H Activation

5 Other Transition Metal Catalyzed Heck-Type Reactions of Allyl Esters

6 Conclusion

Key words

transition-metal catalysis - allyl esters - Heck-type reactions - β-eliminations - couplings

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