3,4,4-trimethyl-3-phenylpentene | 79239-03-5

• 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: 3,4,4-trimethyl-3-phenylpentene
• 英文别名: 3,4,4-Trimethylpent-1-en-3-ylbenzene
• CAS: 79239-03-5
• 化学式: C₁₄H₂₀
• 分子量: 188.313
• InChiKey: VNLLEYPBRJNSBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-phenyl-3-trimethylsilanyl-propan-1-one 在 boron trifluoride diacetate 、 四氯化钛 、 lithium diisopropyl amide 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 2.25h， 生成 3,4,4-trimethyl-3-phenylpentene
  参考文献：
  名称：

  Fleming, Ian; Patel, Shailesh K.; Urch, Christopher J., Journal of the Chemical Society. Perkin transactions I, 1989, p. 115 - 124

  摘要：

  DOI：

文献信息

• Reaction of phenyl-substituted allyllithiums with tert-alkyl bromides. Remarkable difference in the alkylation regiochemistry between a polar process and the one involving single-electron transfer
  作者：Jiro Tanaka、Masatomo Nojima、Shigekazu Kusabayashi

  DOI：10.1021/ja00245a033

  日期：1987.5

  Un chemin reactionnel polaire favorise l'attaque au niveau du site phenyl substitue (C-1) tandis qu'un couplage au niveau de l'autre site (C-3) se produit de facon predominante dans le cas d'un mecanisme SET

  Un chemin reactnel polaire favourise l'attaque au niveau du site phenyl substitue (C-1) tandis qu'un couplage au niveau de l'autre site (C-3) se produit de facon predominante dans le cas d'un mecanisme SET
• Carbonium ion rearrangements controlled by the presence of a silyl group
  作者：Ian Fleming、Shailesh K Patel

  DOI：10.1016/s0040-4039(01)92922-3

  日期：——

  Tertiary alcohols with a λ-silyl group (3) generally undergo a simple carbonium ion rearrangement in acid giving a single alkene product (4) with loss of the silyl group.

  具有λ-甲硅烷基的叔醇（3）通常在酸中经历简单的碳离子重排，得到单一的烯烃产物（4），而甲硅烷基不损失。
• Asymmetric Construction of Quaternary Stereogenic Centers via Auxiliary-Based SN2’ Reactions: A Case of 1,7-Relative Stereogenesis
  作者：Scott E. Denmark、Lyndon K. Marble

  DOI：10.3987/com-13-s(s)82

  日期：——

  The stereoselective construction of quaternary stereogenic centers is described that employs an allylic substitution through the intermediacy of a chiral carbamate leaving group. Five carbamates with two substituents at the allylic terminus combined with phenylcopper or n-butylcopper to provide alkenes in moderate to good yields and with moderate to high enantioselectivities at the newly created quaternary stereogenic center. The E-carbamate with methyl and cyclohexyl substituents at the gamma-terminus provided the highest yield (87%) and enantioselectivity (>99.9:0.1 er) of all the substitution patterns tested. The corresponding Z-carbamate gave the lowest enantioselectivity observed (80.0:20.0). Carbamates with other substituents (n-butyl and t-butyl) at the E-terminal position gave moderate yields and enantioselectivities of alkenes. Cinnamyl substrates also provided good yields of alkenes with moderate enantioselectivities. The origin of enantioselectivity is analyzed in the context of dimeric lithioheterocuprate structures.
• FLEMING I.; PATEL S. K., TETRAHEDRON LETT., 1981, 22, NO 24, 2321-2324
  作者：FLEMING I.、 PATEL S. K.

  DOI：——

  日期：——