(Z)-5-(tert-butyldimethylsilyl)-3-isopropyl-2-methylpent-2-en-4-yn-1-ol | 1174272-40-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-5-(tert-butyldimethylsilyl)-3-isopropyl-2-methylpent-2-en-4-yn-1-ol
• CAS: 1174272-40-2
• 化学式: C₁₅H₂₈OSi
• 分子量: 252.472
• InChiKey: UREKBUZXSQJERN-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  (Z)-5-tert-butyldimethylsilyl-3-isopropyl-2-methylpent-2-en-4-ynal 在 甲醇 、 sodium tetrahydroborate 作用下， 反应 1.5h， 以86%的产率得到(Z)-5-(tert-butyldimethylsilyl)-3-isopropyl-2-methylpent-2-en-4-yn-1-ol
  参考文献：
  名称：

  Alkynylcyanation of alkynes and dienes catalyzed by nickel

  摘要：

  Alkynyl cyanides are found to add across alkynes and 1,2-dienes in the presence of a catalyst prepared in situ from Ni(cod)(2), xantphos, and BPh3. A range of functionalized conjugated cis-enynes are obtained with high regioselectivity. The addition reaction across norbornadiene proceeds in the absence of BPh3 to give exo-cis adduct exclusively. A stoichiometric reaction of ail alkynyl cyanide, Ni(cod)2, xantphos, and BPh3 gives trans-(xantphos)Ni(CNBPh3)(C CSiMe(2)t-Bu), which is suggested to be a plausible reaction intermediate of the alkynylcyanation reaction. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.079