(R)-2-ethyl-(S)-1-phenyl-3-butene-1-ol

• 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: (R)-2-ethyl-(S)-1-phenyl-3-butene-1-ol
• 英文别名: (1S,2S)-2-ethyl-1-phenylbut-3-en-1-ol
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: BKADIBGRUIRJAD-PWSUYJOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  4
• 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

• 作为产物：
  描述：

  在 正丁基锂 、 氯化铵 作用下， 生成 (R)-2-ethyl-(S)-1-phenyl-3-butene-1-ol
  参考文献：
  名称：

  Enantioconvergent Hydroboration of a Racemic Allene: Enantioselective Synthesis of (E)-δ-Stannyl-anti-homoallylic Alcohols via Aldehyde Crotylboration

  摘要：

  The enantioconvergent hydroboration of racemic allenylstannane (+/-)-1 with ((d)Ipc)(2)BH converts both enantiomers of (+/-)-1 into the enantioenriched crotylborane (S)-E-3. Subsequent crotylboration of aldehydes with (S)-E-3 provides (E)-stannyl-homoallylic alcohols 5 in good yields and with excellent enantioselectivity.

  DOI：

  10.1021/ja2010187

文献信息

• A Novel Synthesis of ( <i>E</i> )‐2‐Alkenylborane from Chiral Borane and Diazoalkene: Asymmetric Alkenylboration of Aldehydes
  作者：Gyungah Pak、Jimin Kim

  DOI：10.1002/bkcs.11909

  日期：2019.12

  Asymmetric alkenylboration of aldehydes.

  醛的不对称烯基硼化。
• Chiral sulfoxides as activators of allyl trichlorosilanes in the stereoselective allylation of aldehydes
  作者：Vincenzo De Sio、Antonio Massa、Arrigo Scettri

  DOI：10.1039/c002988b

  日期：——

  Chiral aryl methyl sulfoxides proved to be efficient activators in the asymmetric allylation of aldehydes with allyl trichlorosilanes. High enantioselectivity was found in the case of electron-poor aldehydes. The high levels of diastereoselectivity and the detection of nonlinear effects have allowed the elucidation of some mechanistic aspects of the reaction.

  手性芳基甲基亚砜在不对称烯丙基化醛与烯丙基三氯硅烷反应中被证明是有效的催化剂。对于电子贫穷的醛，发现了高的对映选择性。高水平的差向选择性及非线性效应的检测使得反应的一些机理方面得以阐明。
• Catalytic asymmetric carbomagnesiation of unactivated alkenes. A new, effective, active, cheap and recoverable chiral zirconocene
  作者：Louise Bell、Richard J Whitby、Raymond V.H Jones、Michael C.H Standen

  DOI：10.1016/0040-4039(96)01561-4

  日期：1996.9

  terminal alkenes catalysed by (R,R)-ethylene-1,2-bis(η5-4,5,6,7-tetrahydro-1-indenyl)zirconium(R)-1,1′-binaphth-2,2′-diolate gave low turnovers and enantioexcesses. A novel Ci symmetric zirconocene dichloride CpCp′ZrCl2 (Cp = C5H5, Cp′ = 1-neomenthyl-4,5,6,7-tetrahydroindenyl) was prepared which gave better enantioselectivity, is cheaper to make, catalytically more active, and recoverable.

  通过催化末端烯烃的ethylmagnesiation（[R ，- [R ）-亚乙基-1,2-双（η 5 -4,5,6,7-四氢-1-茚基）合锆（[R）-1,1'- binaphth- 2,2'-羟乙酸盐产生较低的营业额和对映体过量。制备了一种新的C i对称的二茂锆锆CpCp'ZrCl 2（Cp = C 5 H 5，Cp'= 1-新薄荷基-4,5,6,7-四氢茚基），该对映体具有更好的对映选择性，制造成本更低，催化作用更多。活跃且可恢复。
• Zirconocene-catalyzed kinetic resolution of dihydrofurans
  作者：Michael S. Visser、Amir H. Hoveyda

  DOI：10.1016/0040-4020(94)01127-l

  日期：1995.4

  Zisconocene-catalyzed kinetic resolution of dihydrofurans may be effected in the presence of 10 mol% non-racemic (EBTHI)ZrCl2. Transformations reported herein proceed efficiently to afford two constitutionally distinct and readily separable products with excellent levels of diastereo- and enantioselectivity. Preparation and resolution of the substrate furans may be carried out in a single pot.