5-Benzenesulfonyl-6-methylene-bicyclo[2.2.1]hept-2-ene | 885945-71-1

• 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: 5-Benzenesulfonyl-6-methylene-bicyclo[2.2.1]hept-2-ene
• 英文别名: 5-(Benzenesulfonyl)-6-methylidenebicyclo[2.2.1]hept-2-ene
• CAS: 885945-71-1
• 化学式: C₁₄H₁₄O₂S
• 分子量: 246.33
• InChiKey: GMAZXQBTPSRDSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Benzenesulfonyl-6-methylene-bicyclo[2.2.1]hept-2-ene 生成 (1R,4S,6R)-6-(benzenesulfonyl)-1-methyl-5-methylidenebicyclo[2.2.1]hept-2-ene
  参考文献：
  名称：

  TROST, B. M.;SCHMUFF, N. R., J. AMER. CHEM. SOC., 1985, 107, N 2, 396-405

  摘要：

  DOI：

文献信息

• Reagent design and study of allene as a promising class of reagents (synthons) for cycloaddition. The site-selective and regioselective Diels-Alder reactions of (phenylsulfonyl)propadiene and alkylation of the adducts
  作者：Kenji Hayakawa、Hitoshi Nishiyama、Ken Kanematsu

  DOI：10.1021/jo00204a018

  日期：1985.2
• Rhodium catalyzed hydroformylation of 2-phenylsulfonylbicyclo[2.2.1] alkenes: effect of the phenylsulfonyl group
  作者：Sergio Cossu、Paola Peluso、Elisabetta Alberico、Mauro Marchetti

  DOI：10.1016/j.tetlet.2006.02.041

  日期：2006.4

  The preliminary results of the hydroformylation of 2-phenylsulfonyl substituted norbornene and norbornadiene derivatives catalyzed by the unmodified Rh(CO)(2)acac system are presented. The reaction, occurring under standard oxo conditions, gives polyfunctionalized exo norbornene- and exo norbornanecarboxaldehydes. The effect of the phenylsulfonyl group has been evaluated: it has been found that the steric properties of the sulfonyl substituent, more than the electronic ones, influence the regioselectivity of the process. (c) 2006 Elsevier Ltd. All rights reserved.
• TROST, B. M.;SCHMUFF, N. R., J. AMER. CHEM. SOC., 1985, 107, N 2, 396-405
  作者：TROST, B. M.、SCHMUFF, N. R.

  DOI：——

  日期：——