4-methyl-3-phenylpent-1-en-3-ol | 201789-85-7

• 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: 4-methyl-3-phenylpent-1-en-3-ol
• 英文别名: 4-methyl-3-phenyl-1-penten-3-ol；4-Methyl-3-phenylpent-1-en-3-ol
• CAS: 201789-85-7
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: OPLBQVMVYNNUCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-methyl-3-phenylpent-1-en-3-ol 在 PPA 、 aluminum isopropoxide 作用下， 生成 2.2.3-Trimethyl-2.5-dihydro-biphenyl
  参考文献：
  名称：

  Colonge,J.; Brunie,J.-C., Bulletin de la Societe Chimique de France, 1963, p. 42 - 46

  摘要：

  DOI：
• 作为产物：
  描述：

  异丁酰苯 、 alkaline earth salt of/the/ methylsulfuric acid 以 四氢呋喃 为溶剂， 以94%的产率得到4-methyl-3-phenylpent-1-en-3-ol
  参考文献：
  名称：

  使用的顺式-二氯[（小号）-α甲基苄胺]（乙烯）合铂（II），如通过手性衍生化试剂进行判断195不饱和醚或醇的具有季手性碳原子的对映体的组合物的铂-NMR

  摘要：

  顺式-二氯[（S）-α-甲基苄基胺]（乙烯）铂（II）是一种有效的手性衍生剂，用于通过195 Pt-NMR光谱测定具有季手性碳原子的不饱和醚和醇的对映体组成原子。

  DOI：

  10.1016/s0022-328x(99)00700-7

文献信息

• Carboxylate-directed C–H allylation with allyl alcohols or ethers
  作者：Xiao-Qiang Hu、Zhiyong Hu、A. Stefania Trita、Guodong Zhang、Lukas J. Gooßen

  DOI：10.1039/c8sc01741g

  日期：——

  A [Ru(p-cymene)Cl2]2 catalyst activates allyl alcohols and ethers for the regioselective ortho-C–H allylation of aromatic and heteroaromatic carboxylates. The reaction is orthogonal to most C–H functionalisations with allyl alcohols in that allyl arenes rather than carbonyl compounds are obtained. A wide range of substrates are thus smoothly transformed to allylarenes at 50 °C in phosphate-buffered

  [Ru（p- Cymene）Cl 2 ] 2催化剂可活化烯丙醇和醚，用于芳族和杂芳族羧酸酯的区域选择性邻位-C-H烯丙基化。该反应与用烯丙醇进行的大多数C–H官能化正交，因为可得到烯丙基芳烃而不是羰基化合物。因此，在磷酸盐缓冲的2,2,2-三氯乙醇中，各种各样的底物可在50°C的条件下平稳转化为烯丙基芳烃。反应概念结合了丰富的试剂和导向基团的使用，以一种可持续的，废物最少的方法形成C-C键。
• 10.1002/anie.202407827
  作者：Lindner, Henry、Carreira, Erick M.

  DOI：10.1002/anie.202407827

  日期：——

  A photo-semipinacol rearrangement of unactivated allylic alcohols is reported. Aliphatic as well as aromatic groups participate as migrating groups, yielding a variety of α,α-disubstituted ketones. The operationally simple conditions prescribe 1 mol % benzothiazinoquinoxaline as organophotocatalyst, 0.5 mol % Co-salen, and 10 mol % lutidinium triflate and, importantly, display reactivity complementary

  据报道，未活化的烯丙醇发生光-半频那醇重排。脂肪族和芳香族基团作为迁移基团参与，产生各种 α,α-二取代酮。操作简单的条件规定 1 mol% 苯并噻嗪喹喔啉作为有机光催化剂、0.5 mol% Co-salen 和 10 mol% 三氟甲磺酸钚，重要的是，显示出与使用布朗斯台德酸的程序互补的反应性。
• Stereochemistry of Carbenic 1,2-Vinyl Shifts
  作者：Wolfgang Kirmse、Siegfried Kopannia

  DOI：10.1021/jo971691t

  日期：1998.2.1

  Various 1-phenylbut-3-enylidenes, (Ph)CCR2CH=CHR', were generated thermally and photolytically from tosylhydrazone (diazo) precursors. 1,2-Vinyl shifts, leading to 1,3-dienes, R'CH=CHC(Ph)=CR2, were found to predominate over gamma-C-H insertion (R = Me) and to compete with 1,2-H shifts (R = H). Intramolecular addition to the double bond was detected in the case of R = R' = Me. The resulting bicyclobutane is thermally stable and does not mediate the vinyl shift. Stereospecific migration of 1-propenyl groups (R' = Me), with retention of configuration, was observed on thermolysis and direct photolysis of appropriate substrates. These data exclude the intervention of a triplet diradical and point, to vinyl migration in the singlet manifold. Benzophenone-sensitized generation of the carbenes led to partial stereomutation but did not provide conclusive evidence for a triplet rearrangement (isomerization of the diene products could not be avoided under these conditions).
• Hayashi, Sayuri; Yorimitsu, Hideki; Oshima, Koichiro, Journal of the American Chemical Society, 2009, vol. 131, p. 2052 - 2053
  作者：Hayashi, Sayuri、Yorimitsu, Hideki、Oshima, Koichiro

  DOI：——

  日期：——
• Use of cis-dichloro[(S)-α-methylbenzylamine](ethylene)Pt(II) as a chiral derivatizing agent for the determination by 195Pt-NMR of the enantiomeric composition of unsaturated ethers or alcohols having a quaternary chiral carbon atom
  作者：Gloria Uccello-Barretta、Raffaella Bernardini、Raffaello Lazzaroni、Piero Salvadori

  DOI：10.1016/s0022-328x(99)00700-7

  日期：2000.3

  cis-Dichloro[(S)-α-methylbenzylamine](ethylene)platinum(II) is an efficient chiral derivatizing agent for the determination, by 195Pt-NMR spectroscopy, of the enantiomeric composition of unsaturated ethers and alcohols having a quaternary chiral carbon atom.

  顺式-二氯[（S）-α-甲基苄基胺]（乙烯）铂（II）是一种有效的手性衍生剂，用于通过195 Pt-NMR光谱测定具有季手性碳原子的不饱和醚和醇的对映体组成原子。