Synthesis 2012; 44(11): 1679-1685
DOI: 10.1055/s-0031-1290971
paper
© Georg Thieme Verlag Stuttgart · New York

Formal [4+1] Annulation of Cyclopropyl Amides and Water Mediated by Lewis Acid: A Novel Entry to γ-Butyrolactones

Authors

  • Dingyuan Zhang

    Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, P. R. of China, Fax: +86(431)85262676   eMail: ariel@ciac.jl.cn   eMail: dwdong@ciac.jl.cn
  • Rui Zhang*

    Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, P. R. of China, Fax: +86(431)85262676   eMail: ariel@ciac.jl.cn   eMail: dwdong@ciac.jl.cn
  • Yongjiu Liang

    Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, P. R. of China, Fax: +86(431)85262676   eMail: ariel@ciac.jl.cn   eMail: dwdong@ciac.jl.cn
  • Dewen Dong*

    Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, P. R. of China, Fax: +86(431)85262676   eMail: ariel@ciac.jl.cn   eMail: dwdong@ciac.jl.cn
Weitere Informationen

Publikationsverlauf

Received 10. Februar 2012

Accepted after revision: 28. März 2012

Publikationsdatum:
08. Mai 2012 (online)


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Abstract

An efficient one-pot synthesis of substituted γ-butyrolactones from cyclopropyl amides mediated by the Lewis acid SnCl4·5H2O is reported. A mechanism involving a tandem ring-opening reaction and intramolecular cyclization reaction is proposed.

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