6-[Tert-butyl(diphenyl)silyl]oxy-1-chlorohex-3-yn-2-one | 1160482-41-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 6-[Tert-butyl(diphenyl)silyl]oxy-1-chlorohex-3-yn-2-one
• CAS: 1160482-41-6
• 化学式: C₂₂H₂₅ClO₂Si
• 分子量: 384.978
• InChiKey: JIDHTZVXRXKENF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-[Tert-butyl(diphenyl)silyl]oxy-1-chlorohex-3-yn-2-one 在 [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I) 、 甲酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以73%的产率得到(2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-chlorohex-3-yn-2-ol
  参考文献：
  名称：

  A Versatile Route to (E)- and (Z)-2-Hydroxy-3,4-unsaturated Disubstituted Sulfilimines and Their Haloamidation Reaction

  摘要：

  alpha-Chloro ynones have been reduced using Noyori's Ru catalyst to furnish alpha-chloro propargylic alcohols with excellent enantioselectivity. These have been used as a common precursor for the preparation of (E)- and (Z)-2-hydroxy-3,4-unsaturated disubstituted sullfilimines. The latter serve as precursors for the highly regio- and stereoselective preparation of bromo carbamates.

  DOI：

  10.1021/jo900569z
• 作为产物：
  描述：

  2-氯-正甲氧基-正甲基乙酰胺 、 (3-丁炔-1-基氧基)(2-甲基-2-丙基)二苯基硅烷 在 正丁基锂 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 以80%的产率得到6-[Tert-butyl(diphenyl)silyl]oxy-1-chlorohex-3-yn-2-one
  参考文献：
  名称：

  A Versatile Route to (E)- and (Z)-2-Hydroxy-3,4-unsaturated Disubstituted Sulfilimines and Their Haloamidation Reaction

  摘要：

  alpha-Chloro ynones have been reduced using Noyori's Ru catalyst to furnish alpha-chloro propargylic alcohols with excellent enantioselectivity. These have been used as a common precursor for the preparation of (E)- and (Z)-2-hydroxy-3,4-unsaturated disubstituted sullfilimines. The latter serve as precursors for the highly regio- and stereoselective preparation of bromo carbamates.

  DOI：

  10.1021/jo900569z

文献信息

• A Versatile Route to (<i>E</i>)- and (<i>Z</i>)-2-Hydroxy-3,4-unsaturated Disubstituted Sulfilimines and Their Haloamidation Reaction
  作者：Sadagopan Raghavan、Shaik Mustafa、B. Sridhar

  DOI：10.1021/jo900569z

  日期：2009.6.19

  alpha-Chloro ynones have been reduced using Noyori's Ru catalyst to furnish alpha-chloro propargylic alcohols with excellent enantioselectivity. These have been used as a common precursor for the preparation of (E)- and (Z)-2-hydroxy-3,4-unsaturated disubstituted sullfilimines. The latter serve as precursors for the highly regio- and stereoselective preparation of bromo carbamates.