ethyl diethylphosphonoacetate lithium salt

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: ethyl diethylphosphonoacetate lithium salt
• 英文别名: lithio triethyl phosphonoacetate；lithio-triethylphosphonoacetate；ethyl diethoxyphosphonoacetate lithium salt
• 化学式: C₈H₁₆LiO₅P
• 分子量: 230.127
• InChiKey: OPYVTFMNPIONRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.07
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  delta-戊内酯 、 ethyl diethylphosphonoacetate lithium salt 在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 以83%的产率得到ethyl (E)-7-hydroxyhept-2-enoate
  参考文献：
  名称：

  分子内形式铁催化的烯反应：新的和高度立体选择性的铁催化的三烯醚碳环化

  摘要：

  苄氧基-1 decatriene-2,7,9 和 deson 衍生甲基 en 4 en 存在 de bpy Fe(0) entant que catalyseur (bpy=bipyridyle-2,2')

  DOI：

  10.1021/ja00241a059
• 作为产物：
  描述：

  磷酰基乙酸三乙酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 ethyl diethylphosphonoacetate lithium salt
  参考文献：
  名称：

  芳基环化到亚甲基环烷烃上的区域化学

  摘要：

  Bu（3）SnH介导的芳基自由基环化成在烯键末端具有苯硫基，酯或腈基的亚甲基环烷烃，仅提供外环化产物。结果与未取代的亚甲基环烷烃报告的结果形成鲜明对比，后者仅产生内环化产物。内环化产物的形成已被认为是芳基连续5-外向环化和新叶重排的结果。选择性外芳基自由基环化提供了一种合成含苄基季碳原子的稠合芳族化合物的新方法。

  DOI：

  10.1021/jo001086h

文献信息

• N-acyl-5,5-dimethyl-oxazolidin-2-ones as latent aldehyde equivalents
  作者：Jordi Bach、Steven D. Bull、Stephen G. Davies、Rebecca L. Nicholson、Hitesh J. Sanganee、Andrew D. Smith

  DOI：10.1016/s0040-4039(99)01345-3

  日期：1999.9

  N-acyl-5,5-dimethyl-oxazolidin-2-ones can function as versatile latent aldehyde equivalents - reductive cleavage with DIBAL-H affords aldehydes in good yield, while tandem DIBAL-H/Wittig methodology affords α,β-unsaturated esters.

  N-酰基-5,5-二甲基恶唑烷-2-酮可作为通用的潜在醛当量-用DIBAL-H进行的还原裂解可提供高收率的醛类，而串联DIBAL-H / Wittig方法可提供α，β-不饱和酯类。
• Pesticidal activity of functionalized alkenes
  申请人：North Carolina State University

  公开号：US06660770B2

  公开（公告）日：2003-12-09

  The present invention provides non-peptide organic compounds that have a structure analogous to or reminiscent of the TMOF structure and have pesticidal activity. Thus the present invention concerns pesticidal compounds that inhibit digestion in pests by terminating or otherwise blocking synthesis of digestive enzymes by activating a TMOF receptor (collectively referred to herein as “pesticidal compounds”). The pesticidal compounds and other compounds of the present invention are usefully employed in the control of pests, particularly insect pests such as mosquitoes, which ingest blood.

  本发明提供了一种类似于或使人联想到TMOF结构的非肽有机化合物，具有杀虫活性。因此，本发明涉及抑制害虫消化的杀虫化合物，通过激活TMOF受体终止或以其他方式阻止消化酶的合成（以下统称为“杀虫化合物”）。本发明的杀虫化合物和其他化合物可用于控制害虫，特别是吸血的昆虫害虫，如蚊子。
• Intramolecular michael-addition-induced Z→E isomerization of horner-emmons reaction products during the synthesis of the N(14)-C(18) subunit of cyclotheonamide A
  作者：Patricia Roth、Rainer Metternich

  DOI：10.1016/0040-4039(92)88082-g

  日期：1992.7

  The protected N(14) to C(18) amino acid subunit of cyclotheonamide A () has been stereoselectively prepared via Horner-Emmons reaction followed by a novel intramolecular Michael-Addition-induced Z→E isomerization of the α,β-unsaturated carboxylic ester .

  受保护的N（14）〜C（18）氨基酸亚基cyclotheonamide A的（）已经经由立体选择性地制备霍纳-埃蒙斯反应，随后通过一种新颖的分子内迈克尔加成诱导的α的Ž→ë异构化，β不饱和羧酸的酯。
• Synthesis of the naphthoic acid component of kedarcidin chromophore by routes employing photochemical and thermal electrocyclic ring closure reactions
  作者：Andrew G. Myers、Yoshiaki Horiguchi

  DOI：10.1016/s0040-4039(97)00844-7

  日期：1997.6

  routes to the naphthoic acid component of kedarcidin chromophore were developed featuring photochemical and thermal electrocyclic ring closure reactions, respectively, as the key step. X-ray crystallographic analysis of the synthetic naphthoic acid confirmed its structure and comparison of 1H and 13C NMR data from its methylamide derivative with those reported for kedarcidin chromophore correspond closely

  关键步骤是开发两种不同的合成方法，分别以光化学和热电环闭环反应为酮基西丁生色团的萘甲酸组分。合成萘甲酸的X射线晶体学分析证实了其结构，并比较了其甲酰胺衍生物的1 H和13 C NMR数据与已报道的kedarcidin发色团的数据相吻合，这表明天然产物的这一组分已正确分配。
• Diastereoselective Synthesis of Cycloalkylamines by Samarium Diiodide-Promoted Cyclizations of α-Amino Radicals Derived from α-Benzotriazolylalkenylamines
  作者：José M. Aurrecoechea、Beatriz López、Alvaro Fernández、Ana Arrieta、Fernando P. Cossío

  DOI：10.1021/jo960957d

  日期：1997.2.1

  The condensation of omega-unsaturated aldehydes with benzotriazole and secondary amines affords alpha-benzotriazolylalkenylamines that exist in solution as mixtures of the corresponding benzotriazol-1-yl and benzotriazol-2-yl isomers resulting from their rapid dissociation into iminium cations and the benzotriazolyl anion. The reduction of these adducts with samarium diiodide (SmI2) takes place with formation of the benzotriazolyl anion and alpha-amino alkenyl radicals that undergo 5- or 6-exo-trig cyclizations leading to substituted cycloalkyl- or cycloheteroalkylamines. The presence of an electron-withdrawing substituent in the alkene subunit is required for efficient cyclizations. The formation of cyclopentylamines takes place with unusually high 1,5-cis selectivity (hex-5-enyl radical numbering), and the presence of a 2- or 4-Me substituent also imparts high 1,2- or 1,4-trans stereoinduction, respectively. The corresponding six-membered rings, however, are formed with low diastereoselectivity. Semiempirical calculations performed on model systems suggest that a stabilizing secondary orbital interaction between the amino group and the electron-deficient alkene might in part account for the enhanced cis-selectivity encountered.