(3E,5E)-1,6-diphenylhexa-3,5-dien-1-one | 1234862-84-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3E,5E)-1,6-diphenylhexa-3,5-dien-1-one
• CAS: 1234862-84-0
• 化学式: C₁₈H₁₆O
• 分子量: 248.324
• InChiKey: VVJKSESJMWDCQW-DJAXSNQVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3E,5E)-1,6-diphenylhexa-3,5-dien-1-one 在 吡啶 、 盐酸羟胺 作用下， 反应 1.0h， 以57%的产率得到(1E,3E,5E)-1,6-diphenylhexa-3,5-dien-1-one oxime
  参考文献：
  名称：

  Catalytic Enantioselective 1,4-Iodofunctionalizations of Conjugated Dienes

  摘要：

  The first catalytic enantioselective 1,4-iodofunctionalizations of conjugated dienes have been developed. Starting from beta,gamma,delta,epsilon-unsaturated oximes and 4-Ns hydrazones, these N-iodosuccinimide-mediated reactions are catalyzed by newly modified tertiary aminothiourea derivatives and furnish Delta(2)-isoxazoline and Delta(2)-pyrazoline derivatives, respectively, containing an (E)-allyl iodide group at the quaternary stereogenic center generally in high yield and with excellent enantioselectivity (up to 98.5:1.5 er).

  DOI：

  10.1021/acs.orglett.5b02026
• 作为产物：
  描述：

  (3E,5E)-6-phenylhexa-3,5-dienoic acid 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.25h， 生成 (3E,5E)-1,6-diphenylhexa-3,5-dien-1-one
  参考文献：
  名称：

  Catalytic Enantioselective 1,4-Iodofunctionalizations of Conjugated Dienes

  摘要：

  The first catalytic enantioselective 1,4-iodofunctionalizations of conjugated dienes have been developed. Starting from beta,gamma,delta,epsilon-unsaturated oximes and 4-Ns hydrazones, these N-iodosuccinimide-mediated reactions are catalyzed by newly modified tertiary aminothiourea derivatives and furnish Delta(2)-isoxazoline and Delta(2)-pyrazoline derivatives, respectively, containing an (E)-allyl iodide group at the quaternary stereogenic center generally in high yield and with excellent enantioselectivity (up to 98.5:1.5 er).

  DOI：

  10.1021/acs.orglett.5b02026

文献信息

• Paira; Mandal; Roy, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2010, vol. 49, # 5, p. 573 - 577
  作者：Paira、Mandal、Roy

  DOI：——

  日期：——
• Catalytic Enantioselective 1,4-Iodofunctionalizations of Conjugated Dienes
  作者：Chandra Bhushan Tripathi、Santanu Mukherjee

  DOI：10.1021/acs.orglett.5b02026

  日期：2015.9.18

  The first catalytic enantioselective 1,4-iodofunctionalizations of conjugated dienes have been developed. Starting from beta,gamma,delta,epsilon-unsaturated oximes and 4-Ns hydrazones, these N-iodosuccinimide-mediated reactions are catalyzed by newly modified tertiary aminothiourea derivatives and furnish Delta(2)-isoxazoline and Delta(2)-pyrazoline derivatives, respectively, containing an (E)-allyl iodide group at the quaternary stereogenic center generally in high yield and with excellent enantioselectivity (up to 98.5:1.5 er).