(R)-8-hydroxyoctan-2-ol-8-tert-butyldiphenylsilyl ether | 147974-22-9

• 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: (R)-8-hydroxyoctan-2-ol-8-tert-butyldiphenylsilyl ether
• 英文别名: (R)-(+)-8-tert-butyldiphenylsiloxy-2-octanol；(2R)-8-[tert-butyl(diphenyl)silyl]oxyoctan-2-ol
• CAS: 147974-22-9
• 化学式: C₂₄H₃₆O₂Si
• 分子量: 384.634
• InChiKey: DXDQYRDUSDQWAA-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-8-hydroxyoctan-2-ol-8-tert-butyldiphenylsilyl ether 在 2,6-二甲基吡啶 、 sodium hydride 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 (R)-7-(tert-butyldimethylsilyloxy)-1-octanol
  参考文献：
  名称：

  Catalytic enantioselective synthesis of macrolides via asymmetric alkylation

  摘要：

  Catalytic enantioselective syntheses of the macrolides (R)-(-) phoracantholide and (R)-(+) lasiodiplodin have been achieved. Stereochemistry was introduced in using an arene chromium tricarbonyl derived catalyst, which mediated the enantioselective addition of dimethyl zinc to a functionalized aldehyde. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00186-9
• 作为产物：
  描述：

  1,7-庚二醇 在 2,6-二甲基吡啶 、 tricarbonyl(η⁶-arene)chromium(0) complex derived from (1R,2S)-N,N-dibutylnorephedrine 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 12.0h， 生成 (R)-8-hydroxyoctan-2-ol-8-tert-butyldiphenylsilyl ether
  参考文献：
  名称：

  Catalytic asymmetric induction Part 2. Chiral tricarbonyl (η6 arene) chromium (0) complexes as enantioselective catalysts

  摘要：

  A chiral metallocyclic Lewis acid based catalyst system derived from norephedrine is reported. A key stereodirective element emanates from a tricarbonyl chromium (0) group complexed to the aryl ring. The catalysts mediate the addition of dialkyl zinc species to a variety of aldehydes with high enantioselectivity.

  DOI：

  10.1016/s0957-4166(00)82346-0

文献信息

• Catalytic asymmetric induction Part 2. Chiral tricarbonyl (η6 arene) chromium (0) complexes as enantioselective catalysts
  作者：Graham B. Jones、Steven B. Heaton

  DOI：10.1016/s0957-4166(00)82346-0

  日期：1993.2

  A chiral metallocyclic Lewis acid based catalyst system derived from norephedrine is reported. A key stereodirective element emanates from a tricarbonyl chromium (0) group complexed to the aryl ring. The catalysts mediate the addition of dialkyl zinc species to a variety of aldehydes with high enantioselectivity.
• Catalytic enantioselective synthesis of macrolides via asymmetric alkylation
  作者：Graham B. Jones、Robert S. Huber、Brant J. Chapman

  DOI：10.1016/s0957-4166(97)00186-9

  日期：1997.6

  Catalytic enantioselective syntheses of the macrolides (R)-(-) phoracantholide and (R)-(+) lasiodiplodin have been achieved. Stereochemistry was introduced in using an arene chromium tricarbonyl derived catalyst, which mediated the enantioselective addition of dimethyl zinc to a functionalized aldehyde. (C) 1997 Elsevier Science Ltd.