(2R,4S)-8-ethoxy-2,4-dimethyl-5,8-dioxooctanoic acid | 1140504-84-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: (2R,4S)-8-ethoxy-2,4-dimethyl-5,8-dioxooctanoic acid
• CAS: 1140504-84-2
• 化学式: C₁₂H₂₀O₅
• 分子量: 244.288
• InChiKey: ROVCTBSJHDUCSH-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  顺式-3,5-二甲基二氢-2H-吡喃-2,6(3H)-二酮 、 bis(2-carboethoxyethyl)zinc 在 di-μ-chlorobis(norbornadiene)dirhodium(I) 、 (R)-4-叔丁基-2-[2-(二苯基膦基)苯基]-2-噁唑啉 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到(2R,4S)-8-ethoxy-2,4-dimethyl-5,8-dioxooctanoic acid
  参考文献：
  名称：

  Ligand differentiated complementary Rh-catalyst systems for the enantioselective desymmetrization of meso-cyclic anhydrides

  摘要：

  Two distinct systems for the rhodium-catalyzed enantioselective desymmetrization of meso-cyclic anhydrides have been developed. Each system has been optimized and are compatible with the use of in situ prepared organozinc reagents. Rhodium/PHOX species efficiently catalyze the addition of alkyi nucleophiles to glutaric anhydrides, while system is effective in the enantioselective arylation of succinic and glutaric anhydrides. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.075

文献信息

• Enantioselective Rhodium-Catalyzed Alkylative Desymmetrization of 3,5-Dimethylglutaric Anhydride
  作者：Tomislav Rovis、Matthew Cook

  DOI：10.1055/s-0028-1083275

  日期：2009.1

  A rhodium-catalyzed enantioselective cross-coupling of sp³ organozinc reagents and 3,5-dimethylglutaric anhydride has been developed to afford the corresponding products, syn-deoxypolypropionates, in excellent yields and enantioselectivities. This reaction has been developed so that both commercially available and in situ prepared organozinc reagents are competent coupling partners. organozinc reagents

  铑催化的对映选择性的交叉偶联藻³已经开发，得到相应的产物，有机锌试剂和3,5-二甲基戊二酸酐顺-deoxypolypropionates，以优良产率和对映选择性。已经开发了该反应，以使得市售的和原位 制备的有机锌试剂均是有效的偶联伴侣。 有机锌试剂-格氏试剂-CC键形成-顺-脱氧聚丙烯酸酯