(RS,E)-2,2-dimethyl-4-styryl-1,3-dioxolane | 96227-91-7

• 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: (RS,E)-2,2-dimethyl-4-styryl-1,3-dioxolane
• 英文别名: 2,2-dimethyl-4-[(E)-2-phenylethenyl]-1,3-dioxolane
• CAS: 96227-91-7
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: CHIBTVUJLKHUMW-CMDGGOBGSA-N

物化性质

• 沸点：
  301.2±27.0 °C(Predicted)
• 密度：
  1.090±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-苯基丁-2-烯-1,4-二醇 、 丙酮 在 三氟化硼乙醚 作用下， 反应 1.0h， 以78%的产率得到(RS,E)-2,2-dimethyl-4-styryl-1,3-dioxolane
  参考文献：
  名称：

  Stereoselective syntheses of alkenyl substituted 1,3-dioxolanes or 4,7-dihydro-1,3-dioxepins or an (E)-.alpha.,.beta.-unsaturated aldehyde from (Z)-2-butene-1,4-diols

  摘要：

  DOI：

  10.1021/jo00211a053

文献信息

• Synthesis and reactivity of novel π-allylcyclopentadienyl cobaltolactone complexes
  作者：Steven D. R. Christie、Christophe Cosset、David R. Hamilton、William J. Kerr、John M. O'Callaghan

  DOI：10.1039/c39950002051

  日期：——

  A range of novel cobaltolactone complexes are prepared under photolytic conditions from dicarbonylcyclopentadienylcobalt and vinyl epoxides; their subsequent reactivity under a selected series of reaction conditions is described.

  在光解条件下，从二羰基环戊二烯钴和乙烯环氧化物制备了一系列新型钴酸内酯配合物；并描述了这些配合物在一系列选定反应条件下的后续反应性。
• Diastereoselective Fluorocyclopropanation of Chiral Allylic Alcohols Using an α-Fluoroiodomethylzinc Carbenoid
  作者：Chandrasekhar Navuluri、André B. Charette

  DOI：10.1021/acs.orglett.5b02097

  日期：2015.9.4

  Chiral fluorocyclopropyl carbinols were synthesized in high diastereoselectivities via a zinc mediated cyclopropanation reaction, using sec-allylic alcohols as simple building blocks. An enantioselective version of this transformation was achieved through in situ formation of chiral allylic zinc sec-alkoxides from the requisite aldehydes using Walsh’s protocol.

  使用仲烯丙基醇作为简单的结构单元，通过锌介导的环丙烷化反应，以高非对映选择性合成了手性氟代环丙基甲醇。该转化的对映选择性形式是通过使用沃尔什（Walsh）方案从所需醛中原位形成手性烯丙基仲仲醇盐来实现的。
• Stereospecific Photoredox‐Catalyzed Vinylations to Function­alized Alkenes and C‐Glycosides
  作者：Kumar Bhaskar Pal、Ester Maria Di Tommaso、A. Ken Inge、Berit Olofsson

  DOI：10.1002/anie.202301368

  日期：——

  photo-catalyzed, transition-metal-free C−C cross-coupling reaction has been developed with 4-alkyl-dihydropyridines (DHPs) and vinylbenziodoxol(on)es (VBX, VBO) to synthesize di- and trisubstituted alkenes with complete E : Z selectivity. A diastereoselective C-vinylation of glycosides was also developed. Preliminary mechanistic studies indicate a concerted radical coupling pathway.

  用 4-烷基二氢吡啶 (DHPs) 和乙烯基苯并氧醇 (on)es (VBX, VBO) 开发了一种方便的光催化、无过渡金属的 C−C 交叉偶联反应，以合成具有完整的二和三取代烯烃E : Z选择性。还开发了糖苷的非对映选择性C-乙烯基化。初步的机理研究表明协调一致的自由基偶联途径。
• Effect of a proximal oxygen substituent on the efficacy of ruthenium-catalyzed cross-metathesis and RCM
  作者：Tarun K Maishal、Dilip K Sinha-Mahapatra、Kavita Paranjape、Amitabha Sarkar

  DOI：10.1016/s0040-4039(02)00111-9

  日期：2002.3

  Ruthenium-catalyzed cross-metathesis of various derivatives of 1,2-dihydroxy-3-butene reveals that cyclic acetals are best suited as substrates compared to acyclic diethers or diacetates, while RCM is relatively insensitive to the presence of allylic or homoallylic hydroxy or acetoxy groups. (C) 2002 Elsevier Science Ltd. All rights reserved.
• ZWEIFEL, G.;LEUNG, T.;NAJAFI, M. R.;NAJDI, S., J. ORG. CHEM., 1985, 50, N 11, 2004-2006
  作者：ZWEIFEL, G.、LEUNG, T.、NAJAFI, M. R.、NAJDI, S.

  DOI：——

  日期：——