(S)-tert-butyl (S)-3-(2'-nitro-1'-phenylethyl)-2-oxohex-5-enoate | 1245908-01-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-tert-butyl (S)-3-(2'-nitro-1'-phenylethyl)-2-oxohex-5-enoate
• 英文别名: tert-butyl (3S)-3-[(1S)-2-nitro-1-phenylethyl]-2-oxohex-5-enoate
• CAS: 1245908-01-3
• 化学式: C₁₈H₂₃NO₅
• 分子量: 333.384
• InChiKey: FPVOPUZHRBJLML-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  反式硝基苯乙烯 、 tert-butyl 2-oxohex-5-enoate 在 C₃₈H₆₂N₂*Cl^(1-)*Cu⁽²⁺⁾*HO^(1-) 作用下， 以 异丙醇 为溶剂， 反应 8.0h， 生成 tert-butyl 3-(2'-nitro-1'-phenylethyl)-2-oxohex-5-enoate 、 (S)-tert-butyl (S)-3-(2'-nitro-1'-phenylethyl)-2-oxohex-5-enoate
  参考文献：
  名称：

  Asymmetric conjugate addition of α-keto esters to nitroolefins catalyzed by chiral CuII hydroxo complexes

  摘要：

  As a part of our research project on hard anion-late transition metal complexes as mild acid-base catalysts, we describe herein that Cu-II hydroxo complexes having chiral N-substituted-diaminocyclohexanes are mild and selective catalysts, which are applicable to the catalytic asymmetric conjugate addition of alpha-keto esters to nitroolefins. The reaction proceeded diastereoselectively without the detectable formation of self-aldol products, affording the corresponding coupling products with anti-stereochemistry in an enantioselective manner. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.04.009

文献信息

• Asymmetric conjugate addition of α-keto esters to nitroolefins catalyzed by chiral CuII hydroxo complexes
  作者：Ayako Nakamura、Sylvain Lectard、Ryo Shimizu、Yoshitaka Hamashima、Mikiko Sodeoka

  DOI：10.1016/j.tetasy.2010.04.009

  日期：2010.7

  As a part of our research project on hard anion-late transition metal complexes as mild acid-base catalysts, we describe herein that Cu-II hydroxo complexes having chiral N-substituted-diaminocyclohexanes are mild and selective catalysts, which are applicable to the catalytic asymmetric conjugate addition of alpha-keto esters to nitroolefins. The reaction proceeded diastereoselectively without the detectable formation of self-aldol products, affording the corresponding coupling products with anti-stereochemistry in an enantioselective manner. (C) 2010 Elsevier Ltd. All rights reserved.