(R,E)-3-allyldec-4-enal | 1246300-64-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R,E)-3-allyldec-4-enal
• 英文别名: (E,3R)-3-prop-2-enyldec-4-enal
• CAS: 1246300-64-0
• 化学式: C₁₃H₂₂O
• 分子量: 194.317
• InChiKey: TVLGDQFVEZHCPK-FROQITRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (S)-2-((S,5E,7E)-trideca-1,5,7-trien-4-ylamino)-3-phenylpropan-1-ol 在 正丁基锂 、 水 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 (R,E)-3-allyldec-4-enal 、 (S,E)-3-allyldec-4-enal
  参考文献：
  名称：

  Utilizing the Asymmetric Amino-Cope Rearrangement as a Novel Approach to Enantiomerically Enriched 3-Substituted Aldehydes

  摘要：

  We report the asymmetric amino-Cope rearrangement of some novel 3-amino-1,5-diene substrates to yield enantiomerically enriched 3-alkyl and 3-aryl aldehyde products. We have developed a system that gives excellent and comparable levels of product enantiomeric excess (ee) for both alkyl- and aryl-substituted products. Our results have implications for the control of the mechanistic pathway of the amino-Cope rearrangement and thus its potential utility in asymmetric synthesis.

  DOI：

  10.1080/00397910903318666

文献信息

• Utilizing the Asymmetric Amino-Cope Rearrangement as a Novel Approach to Enantiomerically Enriched 3-Substituted Aldehydes
  作者：Steven M. Allin、Catarina Horro-Pita、Munira Essat、Ian Aspinall、Pritom Shah

  DOI：10.1080/00397910903318666

  日期：2010.8.16

  We report the asymmetric amino-Cope rearrangement of some novel 3-amino-1,5-diene substrates to yield enantiomerically enriched 3-alkyl and 3-aryl aldehyde products. We have developed a system that gives excellent and comparable levels of product enantiomeric excess (ee) for both alkyl- and aryl-substituted products. Our results have implications for the control of the mechanistic pathway of the amino-Cope rearrangement and thus its potential utility in asymmetric synthesis.