tert-butyl (2-cyano-1-(4-methoxyphenyl)allyl) carbonate | 1381860-24-7

• 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: tert-butyl (2-cyano-1-(4-methoxyphenyl)allyl) carbonate
• CAS: 1381860-24-7
• 化学式: C₁₆H₁₉NO₄
• 分子量: 289.331
• InChiKey: GDOXJCDENVRREG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  68.55
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (2-cyano-1-(4-methoxyphenyl)allyl) carbonate 、 2-(4-Bromo-benzoyl)-1,2-dihydro-isoquinoline-1-carbonitrile 在 三乙烯二胺 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Stereoselective synthesis of organosulfur compounds incorporating N-aromatic heterocyclic motifs and quaternary carbon centers via a sulfa-Michael triggered tandem reaction

  摘要：

  这种新型的磺胺-迈克尔加成（SMA）触发串联反应是通过将SMA反应与同时的重芳构化过程结合而开发的。

  DOI：

  10.1039/c5cc01875g

文献信息

• Lewis Base-Catalyzed One-Pot Cascade Sequences of <i>O</i>-Alkenyl-Substituted Cyanohydrins: Diastereoselective Synthesis of Multisubstituted Dihydrofurans
  作者：Shan-Tao Du、Zhen Sun、Wei Liu、Wei-Wei Liao

  DOI：10.1021/acs.orglett.7b03301

  日期：2017.12.15

  of the diastereoselective construction of polysubstituted 2,3-dihydrofurans incorporating contiguous quaternary and tertiary carbon centers via a Lewis base-catalyzed one-pot cascade sequence is described. The diversity and complexity of the final products can be efficiently constructed with high diastereoselectivities via this catalytic multistep process under mild reaction conditions.

  描述了通过路易斯碱催化的一锅级联序列并入连续的季碳和叔碳中心的多取代的2，3-二氢呋喃的非对映选择性构建的第一个例子。通过在温和的反应条件下进行催化多步法，可以高非对映选择性有效地构建最终产物的多样性和复杂性。
• Catalyst-controlled switch of regioselectivity in the asymmetric allylic alkylation of oxazolones with MBHCs
  作者：Gongming Zhu、Junxian Yang、Guangjun Bao、Ming Zhang、Jing Li、Yiping Li、Wangsheng Sun、Liang Hong、Rui Wang

  DOI：10.1039/c6cc03246j

  日期：——

  A catalyst-controlled switch of regioselectivity in asymmetric allylic alkylation of oxazolones with MBHCs was described. The proper choice of catalysts could differentiate the SN2'-SN2' and addition-elimination process to yield secondary...

  描述了恶唑酮与MBHCs的不对称烯丙基烷基化反应中区域选择性的催化剂控制开关。催化剂的正确选择可以区分SN2'-SN2'和加成消除过程，从而产生二次...
• DABCO- and DBU-promoted one-pot reaction of <i>N</i>-sulfonyl ketimines with Morita–Baylis–Hillman carbonates: a sequential approach to (2-hydroxyaryl)nicotinate derivatives
  作者：Soumitra Guin、Raman Gupta、Debashis Majee、Sampak Samanta

  DOI：10.3762/bjoc.14.254

  日期：——

  important class of (2-hydroxyaryl)pyridine derivatives bearing a carboxylate or a nitrile group suitably placed at C3 position of the aza-ring has been achieved in acceptable chemical yields with a broad functional group tolerance. This sequential C-C/C-N bond making process proceeds through a regioselective allylic alkylation/aza-Michael reaction between MBH carbonates derived from an acrylate/acrylonitrile

  令人陶醉的DABCO催化和DBU促进的一锅合成重要的一类重要的（2-羟基芳基）吡啶衍生物，带有适当地位于氮杂环C3位的羧酸盐或腈基，并具有可接受的化学收率。广泛的功能组耐受性。这种连续的CC / CN键形成过程是通过DABCO催化的丙烯酸酯/丙烯腈MBH碳酸酯与N-磺酰基酮亚胺之间的区域选择性烯丙基烷基化/氮杂-Michael反应进行的，然后由DABCO催化，然后消除SO2。碱的影响以及随后在露天气氛中的芳香化。
• [6 + 3] Annulations of Morita–Baylis–Hillman carbonates and dicyanoheptafulvene
  作者：Ruo-Ling Jia、Qing-Ling Liu、Long-Wei Yang、Shi Deng、Yang Song

  DOI：10.1039/d1ob00854d

  日期：——

  A [6 + 3] annulation reaction of Morita–Baylis–Hillman carbonates and dicyanoheptafulvene is accomplished by employing commercially available triphenylphosphine as the Lewis base catalyst. A spectrum of densely functionalized bicyclo[4.3.1]decane architectures are efficiently constructed with exclusive diastereoselectivity and good yield (up to 95%).

  Morita-Baylis-Hillman 碳酸盐和二氰基七富烯的 [6 + 3] 环化反应是通过使用市售的三苯基膦作为路易斯碱催化剂来完成的。一系列密集功能化的双环[4.3.1]癸烷结构被有效地构建，具有独特的非对映选择性和良好的产率（高达 95%）。
• Highly Enantioselective Regiodivergent Allylic Alkylations of MBH Carbonates with Phthalides
  作者：Fangrui Zhong、Jie Luo、Guo-Ying Chen、Xiaowei Dou、Yixin Lu

  DOI：10.1021/ja303115m

  日期：2012.6.20

  Phthalides were used for the first time in the allylic alkylation reactions with MBH carbonates for the creation of chiral 3,3-disubstituted phthalides. Highly enantioselective regiodivergent synthesis of gamma-selective or beta-selective allylic alkylation products was achieved by employing bifunctional chiral phosphines or multifunctional tertiary amine-thioureas as the catalyst, respectively. It was demonstrated that proper selection of catalysts and reaction conditions would differentiate an S(N)2'-S(N)2' pathway and an addition-elimination process, yielding different regioisomers of the allylic alkylation products in a highly enantiomerically pure form.