Synthesis of chiral cyclohexanes and carbasugars by 6- exo - dig radical cyclisation reactions
作者: Rajeev K ShrivastavaElise MaudruGurdial SinghRichard H WightmanKeith M Morgan
刊名: Beilstein Journal of Organic Chemistry, 2008, Vol.4 (1), pp.43
来源数据库: Directory of Open Access Journals
关键词: carbasugarscyclisationcyclohexanes6-membered ringstereoisomers
原始语种摘要: Treatment of 5-( tert -butyldimethylsilyl)-2,3- O -isopropylidene-D-ribose with lithium acetylides gave mixtures of syn - and anti -alkynols 2a– 2c which were separated following protection as methoxymethyl ethers. These were converted to the corresponding iodides which underwent 6- exo - dig radical cyclisation to afford chiral cyclohexanes and carbasugars. Oxidation of the primary alcohols 6a– b gave the corresponding aldehydes which on treatment with Grignard reagents afforded a mixture of alcohols. The corresponding iodides underwent similar 6- exo - dig cyclisation to give fully functionalised cyclohexanes.
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影响因子:2.801 (2012)

  • exo 
  • chiral 手性的
  • alcohols 醇类
  • afford 提供
  • mixture 混合物
  • iodides 碘化物
  • aldehydes 
  • radical 
  • converted 转[变]换
  • corresponding 对应的