吗啉,4-[(2E)-2-甲基-1-羰基-2-戊烯基]- | 128251-68-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: 吗啉,4-[(2E)-2-甲基-1-羰基-2-戊烯基]-
• 英文名称: (E)-2-Methyl-1-morpholin-4-yl-pent-2-en-1-one
• 英文别名: (E)-2-methyl-1-morpholin-4-ylpent-2-en-1-one
• CAS: 128251-68-3
• 化学式: C₁₀H₁₇NO₂
• 分子量: 183.25
• InChiKey: BPTGOMIWOULSDN-RUDMXATFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  吗啉,4-[(2E)-2-甲基-1-羰基-2-戊烯基]- 在 C₆H₉Cl₂N₃Pd 、 叔丁基锂 作用下， 以 四氢呋喃 、 丙酮 、 正戊烷 为溶剂， 反应 26.0h， 生成 4-乙基-2-羟基-3-甲基环戊-2-烯-1-酮
  参考文献：
  名称：

  The Palladium(II)-Catalyzed Nazarov Reaction

  摘要：

  [GRAPHICS]The PdCl2-catalyzed cyclization of alpha-alkoxy dienones leads to 2-hydroxycyclopentenones, whereas the Pd(OAc)(2)-catalyzed reaction leads to cross-conjugated cyclopentenones through an oxidative process.

  DOI：

  10.1021/ol036017e
• 作为产物：
  描述：

  草莓酸 在 吡啶 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 生成 吗啉,4-[(2E)-2-甲基-1-羰基-2-戊烯基]-
  参考文献：
  名称：

  Tandem alkylation–cyclization process via an O,C-dianion

  摘要：

  A general protocol for preparing densely functionalized cyclopentenones through a tandem nucleophilic addition-deprotonation-alkylation-cyclization process is described. Addition of lithioallene 2 to enamides 1 generates tetrahedral intermediate 3. Deprotonation of the gamma carbon atom of the allene function in situ, followed by trapping by a suitable electrophile and cyclization during workup leads to C6 substituted cyclopentenones 6. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.097

文献信息

• Reagent-free Nazarov cyclisations
  作者：Frederic Douelle、Lauren TalVisiting undergraduate from Barn、Michael F. Greaney

  DOI：10.1039/b415463k

  日期：——

  A new protocol for Nazarov cyclisation is described that involves simple heating of dienones in the absence of any external Lewis acid.

  描述了一种新的纳扎罗夫环化方案，该方案涉及在没有任何外部路易斯酸的情况下简单加热二烯酮。
• Asymmetric Cyclopentannelation:  Camphor-Derived Auxiliary
  作者：Paul E. Harrington、Tsuyoshi Murai、Chester Chu、Marcus A. Tius

  DOI：10.1021/ja020591o

  日期：2002.8.1

  The scope of an enantioselective cyclopentannelation reaction that makes use of allenyl ether-derived nucleophiles has been probed. The enantioselectivity is induced by a traceless chiral auxiliary that is easily derived from camphor. It has been shown that for gamma-substituted allene ethers that are axially chiral, very high enantiomeric excesses of cyclopentenone products are observed in the matched cases. Two fundamentally different mechanisms are observed, one for the cyclizations of allenyl ketones (see eq 7), the other for the cyclizations of allenyl alcohols (see eq 11). The methodology is versatile, efficient, and well-suited for applications in synthesis.
• KISINO, XIROKO;TAKAXASI, MASAXIRO;SENO, JOSINORI;MATSUO, NORITADA;MIYAKAD+
  作者：KISINO, XIROKO、TAKAXASI, MASAXIRO、SENO, JOSINORI、MATSUO, NORITADA、MIYAKAD+

  DOI：——

  日期：——