methyl phenylacetate anion lithium | 86834-82-4

• 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: methyl phenylacetate anion lithium
• CAS: 86834-82-4
• 化学式: C₉H₉O₂*Li
• 分子量: 156.11
• InChiKey: BIXUOWQTBAFCSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.58
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3,4-diphenyl-1,3-oxazolidine-2,5-dione 、 methyl phenylacetate anion lithium 以84%的产率得到methyl 4-anilino-3-oxo-2,4-diphenylbutanoate
  参考文献：
  名称：

  A β-lactam approach to ψ-amino-β-keto acid derivatives.

  摘要：

  Formation of gamma-amino-beta-keto acid derivatives by enolate acylation with N-carboxyanhydrides previously formed from alpha-keto beta-lactams is described.

  DOI：

  10.1016/0040-4039(91)80704-a

文献信息

• A Novel Use of the Anions of Fischer-type Carbene Complexes as Alkenyl Metallic Species
  作者：Kohei Fuchibe、Nobuharu Iwasawa

  DOI：10.1016/s0040-4020(00)00205-2

  日期：2000.7

  The anions generated by deprotonation of Fischer-type carbene complexes or by 1,4-addition of lithium enolates to α,β-unsaturated complexes are found to act as alkenyl metallic species on iodine oxidation. Various α-methoxy-α,β-unsaturated esters are formed by the treatment of such anions with iodine in the presence of methanol and silver trifluoromethanesulfonate. In addition, alkylcerium reagents

  发现通过费歇尔型卡宾配合物的去质子化或通过将烯酸锂1,4-加成到α，β-不饱和配合物而生成的阴离子在碘氧化中起烯基金属的作用。在甲醇和三氟甲磺酸银存在下，用碘处理这些阴离子可形成各种α-甲氧基-α，β-不饱和酯。另外，发现烷基铈试剂高效地经历α，β-不饱和卡宾配合物的1，4-加成。
• Synthesis of α-Methoxy-α,β-unsaturated Esters by Iodine-oxidation of the Anions of Fischer-type Carbene Complexes
  作者：Nobuharu Iwasawa、Kohei Fuchibe

  DOI：10.1246/cl.1998.1149

  日期：1998.11

  α-Methoxy vinyl tungsten species, generated by the deprotonation reaction of Fischer-type carbene complexes or by the Michael addition of lithium enolates to α,β-unsaturated carbene complexes, were found to give α-methoxy-α,β-unsaturated esters in good yields by iodine-oxidation in the presence of silver triflate.

  通过 Fischer 型卡宾配合物的去质子化反应或通过烯醇锂与 α,β-不饱和卡宾配合物的迈克尔加成产生的 α-甲氧基乙烯基钨物种被发现可生成 α-甲氧基-α,β-不饱和酯在三氟甲磺酸银存在下通过碘氧化获得良好的产率。
• Stereochemical differences in the michael addition of phenylacetic acid esters and dialkyl amides to methyl cinnamate or methyl crotonate
  作者：T. S. Gospodova、Y. N. Stefanovsky

  DOI：10.1007/bf00818166

  日期：1994.2

  The stereochemistry of the conjugate addition of phenylacetic acid esters and dialkylamides to methyl crotonate is studied. The stereochemical results are compared with these previously obtained for the addition to methyl cinnamate. The differences observed are explained in terms of cyclic transition states with decreasing of the sterical interactions as a result of replacement of a phenyl group by methyl in position 2 of the 1,2-diphenylpropanic skeleton.
• Reaction of methyl 4-bromocrotonate with lithium ester enolates: direct SN2 displacement vs. Michael-initiated ring closure
  作者：Pirote Prempree、Shuleewan Radviroongit、Yodhathai Thebtaranonth

  DOI：10.1021/jo00168a037

  日期：1983.10