Rhodium-Catalyzed Intermolecular [5+1] and [5+2] Cycloadditions Using 1,4-Enynes with an Electron-Donating Ester on the 3-Position

Casi M. Schienebeck; Wangze Song; Angela M. Smits; Weiping Tang

doi:10.1055/s-0034-1380160

Synthesis, Inhaltsverzeichnis

Synthesis 2015; 47(08): 1076-1084
DOI: 10.1055/s-0034-1380160

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Rhodium-Catalyzed Intermolecular [5+1] and [5+2] Cycloadditions Using 1,4-Enynes with an Electron-Donating Ester on the 3-Position

Casi M. Schienebeck

^aSchool of Pharmacy, University of Wisconsin, Madison, WI 53706, USA

,

Wangze Song

^aSchool of Pharmacy, University of Wisconsin, Madison, WI 53706, USA

,

Angela M. Smits

^aSchool of Pharmacy, University of Wisconsin, Madison, WI 53706, USA

,

Weiping Tang*

^aSchool of Pharmacy, University of Wisconsin, Madison, WI 53706, USA

^bDepartment of Chemistry, University of Wisconsin, Madison, WI 53705, USA eMail: wtang@pharmacy.wisc.edu

› Institutsangaben

Abstract

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Abstract

Various 3-acyloxy-1,4-enynes could be employed in rhodium-catalyzed intermolecular [5+1] and [5+2] cycloadditions with CO or alkynes, respectively. The rate of these cycloadditions could be accelerated significantly by using 1,4-enynes with an electron-donating ester on the 3-position. The scope of rhodium-catalyzed [5+1] and [5+2] cycloadditions were examined by using 1,4-enynes bearing an electron-donating ester.

1 Introduction

2 Rhodium-Catalyzed Intermolecular [5+2] Cycloaddition

3 Rhodium-Catalyzed Intermolecular [5+1] Cycloaddition

4 Conclusion

Key words

catalysis - cycloaddition - rhodium - rings - benzene

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Referenzen

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