(Z)-1-(3-cyclopentyl-1-trimethylsilanyloxy-propenyl)-1H-pyrrole | 1186664-76-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (Z)-1-(3-cyclopentyl-1-trimethylsilanyloxy-propenyl)-1H-pyrrole
• CAS: 1186664-76-5
• 化学式: C₁₅H₂₅NOSi
• 分子量: 263.455
• InChiKey: SLUKMDAIRUCCRH-PTNGSMBKSA-N

反应信息

• 作为反应物：
  描述：

  (Z)-1-(3-cyclopentyl-1-trimethylsilanyloxy-propenyl)-1H-pyrrole 、 丁烯-2-醛 在 (2S,5S)-5-benzyl-2-tert-butyl-3-methyl-imidazolidin-4-one TBA salt 作用下， 以 水 、 甲苯 为溶剂， 反应 24.17h， 生成 (3R*,4R*)-4-cyclopentylmethyl-3-methyl-5-oxo-5-pyrrol-1-yl-pentanal 、 (3R*,4S*)-4-cyclopentylmethyl-3-methyl-5-oxo-5-pyrrol-1-yl-pentanal
  参考文献：
  名称：

  Development of a general, enantioselective organocatalytic Mukaiyama–Michael reaction with α,β-unsaturated aldehydes

  摘要：

  LUMO-lowering organocatalysis has been extended to promote the conjugate addition of S-alkyl and 1-pyrrolyl silylketene acetals to alpha,beta-unsaturated aldehydes, yielding both, syn and anti Mukaiyama-Michael products with high levels of enantioselectivity. This strategy allows for the generation of chemically useful 1,5-dicarbonyl systems and again highlights the utility of organocatalysis. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2009.06.066