1-methyl-8-(trimethylsilyl)-1,2,6,7-tetrahydroazulen-1-ol | 1258955-26-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-methyl-8-(trimethylsilyl)-1,2,6,7-tetrahydroazulen-1-ol
• CAS: 1258955-26-8
• 化学式: C₁₄H₂₂OSi
• 分子量: 234.414
• InChiKey: FIXRRDWXZCQZPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  (1E)-1-cyclopropyl-5-hydroxy-5-methyl-7-(trimethylsilyl)-1-hepten-6-yn-3-one 在 sodium tetrahydroborate 、 cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate 、 二乙基甲氧基硼烷 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 1-methyl-8-(trimethylsilyl)-1,2,6,7-tetrahydroazulen-1-ol 、 selenocarbonic acid O-(3-hydroxy-3-methyl-4-(trimethylsilyl)-1,2,3,5,6,8a-hexahydroazulen-1-yl)ester Se-phenyl ester
  参考文献：
  名称：

  Reprint of: Synthesis of a tricyclic core of rameswaralide

  摘要：

  A tricyclic core containing a 5,7-fused bicyclic unit of rameswaralide was prepared starting from a 1,6-enyne. The synthetic sequence involved (i) ruthenium-catalyzed [5+2]-cycloaddition of 1,6-enyne, (ii) an acyl radical based approach to construct the lactone, and (iii) a regioselective installation of the conjugated double bond by a concomitant sulfenylation-dehydrosulfenylation sequence. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.001

文献信息

• Synthesis of a tricyclic core of rameswaralide
  作者：Barry M. Trost、Hien M. Nguyen、Christopher Koradin

  DOI：10.1016/j.tetlet.2010.09.042

  日期：2010.12

  A tricyclic core containing a 5,7-fused bicyclic unit of rameswaralide was prepared starting from a 1,6-enyne. The synthetic sequence involved (i) ruthenium-catalyzed [5+2]-cycloaddition of 1,6-enyne, (ii) an acyl radical based approach to construct the lactone, and (iii) a regioselective installation of the conjugated double bond by a concomitant sulfenylation-dehydrosulfenylation sequence. (C) 2010 Elsevier Ltd. All rights reserved.