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Enantioselective Preparation of cis-beta-Azidocyclopropane Esters by Cyclopropanation of Azido Alkenes Using a Chiral Dirhodium Catalyst

  作者 GU PEIMING; SU YAN; WU XIUPING; SUN JIAN; LIU WANYI; XUE PING; LI RUI  
  选自 期刊  Organic Letters;  卷期  2012年14-9;  页码  2246-2249  
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[摘要]A diastereo- and enantiocontrolled preparation of the conformationally restricted cis-beta-azidocyclopropane esters have been developed. The Rh-2(S-DOSP)(4) was found to be an efficient catalyst in hexane for the cyclopropanation of azido alkenes with diazo esters, and 19 cis-beta-azidocyclopropane esters were prepared in excellent yields. The value of the diastereomer ratio was up to 99:1, and the enantiomeric excess was up to 95%. Furthermore, the relative and absolute configuration was confirmed by X-ray analysis.

 
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