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Synthesis and structures of two isomeric 4-diazo-2,3,4,5-tetrahydrofuran-3-ones

  作者 Malashikhin, SA; Linden, A; Heimgartner, H; Rodina, LL; Nikolaev, VA  
  选自 期刊  Helvetica Chimica Acta;  卷期  2008年91-9;  页码  1662-1669  
  关联知识点  
 

[摘要]The two regioisomeric 4-diazo-2,3,4,5-tetraliydrofuran-3-ones 6 and 7 were prepared via the common intermediate 2,3,4,5-tetrahydro-2,2-dimethyl-5,5-dipheiiylfuran-3-one (8). Diazo transfer with 2,4,6-triisopropylbenzenesulfonyl azide yielded 6, whereas 7 was obtained via oxidation of the monohydrazone 12, which was prepared selectively from tetrahydrofuran-3,4-dione 11. The crystal structures of 6 and 7 have been established by X-ray crystallography.

 
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