(E)-(R)-2-Ethyl-2-methyl-4-phenyl-but-3-enoic acid | 64262-49-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-(R)-2-Ethyl-2-methyl-4-phenyl-but-3-enoic acid
• CAS: 64262-49-3
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: YASQHDNKNVQVBN-WTNCMQEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (S)-(-)- α-甲基苄胺 、 (E)-(R)-2-Ethyl-2-methyl-4-phenyl-but-3-enoic acid 在 N,N'-二环己基碳二亚胺 作用下， 生成 (E,2R)-2-ethyl-2-methyl-4-phenyl-N-[(1S)-1-phenylethyl]but-3-enamide
  参考文献：
  名称：

  由（乙烯基酮亚胺）三羰基铁（0）配合物生成手性季碳中心

  摘要：

  已经形成了第一个高手性（乙烯基亚乙基亚胺）三羰基铁（0）配合物。亲核攻击仅发生在它们的外表面上，并且在氧化处理后得到含有α季碳中心的均手性β，γ-不饱和羧酸。

  DOI：

  10.1016/s0957-4166(00)80542-x
• 作为产物：
  描述：

  乙基锂 、 alkaline earth salt of/the/ methylsulfuric acid 生成 (E)-(R)-2-Ethyl-2-methyl-4-phenyl-but-3-enoic acid
  参考文献：
  名称：

  Nucleophilic addition to vinylketenimine complexes. The asymmetric synthesis of carbon quaternary centres

  摘要：

  Addition of alkyl-lithium reagents to (vinylketenimine)tricarbonyliron(0) complexes generates compounds containing carbon quaternary centres. The major products from these reactions are either amides or aldehydes depending upon the conditions employed. Diastereomerically pure vinylketenimine complexes 7 and 8 of known absolute configuration were synthesised from (S)-alpha-methylbenzylisonitrile 6 (96% e.e.) and the (vinylketene)tricarbonyliron(0) complex 2. The addition of alkyl-lithium reagents to 7 and 8 occurred exclusively exo to the Fe(CO)3 group and the resulting compounds, which contained chiral quaternary centres, were found to be of high optical purity.

  DOI：

  10.1016/s0957-4166(00)82321-6

文献信息

• Generation of homochiral quaternary carbon centres from (vinylketenimine)tricarbonyliron(0) complexes
  作者：Nathaniel W. Alcock、Graham A. Pike、Christopher J. Richards、Susan E. Thomas

  DOI：10.1016/s0957-4166(00)80542-x

  日期：1990.1

  The first homochiral (vinylketenimine)tricarbonyliron(0) complexes have been formed. Nucleophilic attack occurs exclusively on their exo face and after an oxidative work-up homochiral β,γ-unsaturated carboxylic acids containing an α quaternary carbon centre are obtained.

  已经形成了第一个高手性（乙烯基亚乙基亚胺）三羰基铁（0）配合物。亲核攻击仅发生在它们的外表面上，并且在氧化处理后得到含有α季碳中心的均手性β，γ-不饱和羧酸。
• Nucleophilic addition to vinylketenimine complexes. The asymmetric synthesis of carbon quaternary centres
  作者：Christopher J. Richards、Susan E. Thomas

  DOI：10.1016/s0957-4166(00)82321-6

  日期：1992.1

  Addition of alkyl-lithium reagents to (vinylketenimine)tricarbonyliron(0) complexes generates compounds containing carbon quaternary centres. The major products from these reactions are either amides or aldehydes depending upon the conditions employed. Diastereomerically pure vinylketenimine complexes 7 and 8 of known absolute configuration were synthesised from (S)-alpha-methylbenzylisonitrile 6 (96% e.e.) and the (vinylketene)tricarbonyliron(0) complex 2. The addition of alkyl-lithium reagents to 7 and 8 occurred exclusively exo to the Fe(CO)3 group and the resulting compounds, which contained chiral quaternary centres, were found to be of high optical purity.