(R)-hex-2-ynoic acid 1-methyl-but-2-enyl ester

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-hex-2-ynoic acid 1-methyl-but-2-enyl ester
• 英文别名: [(Z,2R)-pent-3-en-2-yl] hex-2-ynoate
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: NAYGOXGKQVZKAB-DAGBOUIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-己炔酸 在 silver hexafluoroantimonate 、 chloro(1,5-cyclooctadiene)rhodium(I) dimer 4-二甲氨基吡啶 、 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 0.17h， 生成 (R)-hex-2-ynoic acid 1-methyl-but-2-enyl ester
  参考文献：
  名称：

  Enantioselective syntheses of 3,4,5-trisubstituted γ-lactones: formal synthesis of (−)-blastmycinolactol

  摘要：

  A kinetic resolution process of Rh-catalyzed intramolecular Alder-ene reaction is described along with the studies of the substrate scope and stereochemistry of this remarkably efficient process. 3,4,5-Trisubstituted gamma-lactones were synthesized in high enantioselectivity (>99% ee) and efficiency. The formal asymmetric syntheses of (-)-blastmycinolactol and (+)-blastmycinone, degradation products of the macrocyclic dilactone (+)-antimycin, were reported to address the applications of this methodology. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.112

文献信息

• Enantioselective syntheses of 3,4,5-trisubstituted γ-lactones: formal synthesis of (−)-blastmycinolactol
  作者：Minsheng He、Aiwen Lei、Xumu Zhang

  DOI：10.1016/j.tetlet.2005.01.112

  日期：2005.3

  A kinetic resolution process of Rh-catalyzed intramolecular Alder-ene reaction is described along with the studies of the substrate scope and stereochemistry of this remarkably efficient process. 3,4,5-Trisubstituted gamma-lactones were synthesized in high enantioselectivity (>99% ee) and efficiency. The formal asymmetric syntheses of (-)-blastmycinolactol and (+)-blastmycinone, degradation products of the macrocyclic dilactone (+)-antimycin, were reported to address the applications of this methodology. (C) 2005 Elsevier Ltd. All rights reserved.