Allenes as Dipolarophiles in the Intramolecular Carbene Cyclization-Cyclo­addition Cascade Reaction

Xingxian Zhang; Rebecca Y. Y. Ko; Shuoliang Li; Ru Miao; Pauline Chiu

doi:10.1055/s-2006-939080

LETTER

Allenes as Dipolarophiles in the Intramolecular Carbene Cyclization-Cycloaddition Cascade Reaction

Xingxian Zhang, Rebecca Y. Y. Ko, Shuoliang Li, Ru Miao, Pauline Chiu*
Department of Chemistry and Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. of China
Fax: +85228571586; e-Mail: pchiu@hku.hk;

Abstract

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Abstract

Intramolecular carbene cyclization-cycloaddition cascade reactions with allenes occur efficiently in the presence of dirhodium catalysts to afford oxatricyclic products as single diastereomers.

Key words

allenes - carbenoids - cyclization - cycloadditions - domino reactions

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References

References and Notes

1

Present address: Xingxian Zhang, College of Pharmaceutical Science, Zhejiang University, P. R. of China.

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Allenes as Dipolarophiles in the Intramolecular Carbene Cyclization-Cyclo­addition Cascade Reaction

Allenes as Dipolarophiles in the Intramolecular Carbene Cyclization-Cycloaddition Cascade Reaction