3-(allyloxy)-1-methylcyclohex-1-ene | 1103209-99-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(allyloxy)-1-methylcyclohex-1-ene
• CAS: 1103209-99-9
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: NWUFHFNDEALSKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  苯磺酰基叠氮化物 、 3-(allyloxy)-1-methylcyclohex-1-ene 在 偶氮叔丁烷 作用下， 以 苯 为溶剂， 以82%的产率得到4-azido-4-methyl-3-(phenylsulfonylmethyl)octahydrobenzofuran
  参考文献：
  名称：

  Azidosulfonylation of alkenes, dienes, and enynes

  摘要：

  The radical mediated aziclosulfonylation of various alkenes and alkynes that are able to undergo a rapid radical rearrangement is reported. For instance, treatment of 1,6-dienes or 1-en-6-ynes with benzenesulfonyl azide affords cyclic azidosulfones. High yields are observed when tertiary alkyl radicals are azidated in the last step of the cascade process. The aziclosulfonylation of P-pinene involving ring opening of the bicyclic skeleton is also reported. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.09.096
• 作为产物：
  描述：

  3-甲基-2-环己烯-1-醇 、 3-溴丙烯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 3-(allyloxy)-1-methylcyclohex-1-ene
  参考文献：
  名称：

  Azidosulfonylation of alkenes, dienes, and enynes

  摘要：

  The radical mediated aziclosulfonylation of various alkenes and alkynes that are able to undergo a rapid radical rearrangement is reported. For instance, treatment of 1,6-dienes or 1-en-6-ynes with benzenesulfonyl azide affords cyclic azidosulfones. High yields are observed when tertiary alkyl radicals are azidated in the last step of the cascade process. The aziclosulfonylation of P-pinene involving ring opening of the bicyclic skeleton is also reported. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.09.096

文献信息

• Studies toward the Generation of Functionalized Quaternary Carbon Centers Relying on Wittig and Wittig–Still Allylic Ether Anionic Transpositions
  作者：Stephen Hanessian、Stéphane Dorich、Amit Kumar Chattopadhyay、Martin Büschleb

  DOI：10.1021/jo401488y

  日期：2013.9.6

  Although the [2,3]-Wittig and Wittig-Still rearrangements have long been known, their application in the generation of quaternary carbon centers in carbocyclic ring systems is sparse. Model studies utilizing this strategy and possible mechanisms are discussed herein. Unprecedented examples of an a-elimination pathway from stannylmethyl allyl ethers as a major undesired product in some Wittig-Still rearrangements are reported.