2-o-carboranyloctan-2-ol | 186751-92-8

• 英文名称: 2-o-carboranyloctan-2-ol
• CAS: 186751-92-8
• 化学式: C₁₀H₂₈B₁₀O
• 分子量: 272.442
• InChiKey: KPYGKQGLQOPVBJ-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  1,2-dicarba-closo-dodecaborane(12) 、 仲辛酮 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 2-o-carboranyloctan-2-ol
  参考文献：
  名称：

  Synthetic utility of o-carborane: novel protective group for aldehydes and ketones

  摘要：

  o-Carborane acts as a novel protective group of carbonyl compounds. The reaction of lithiocarborane 2, which was prepared in an essentially quantitative yield from o-carborane and n-butyllithium, with aldehydes or ketones 1 gave the corresponding addition products, o-carboranyl methanol derivatives 3, in high yields. Cleavage of o-carborane from 3 was carried out by treating 3 with catalytic amounts of KOH in THF/H2O (100/1), giving the corresponding aldehydes or ketones in good to high yields along with recovered o-carborane. Accordingly, o-carborane may be utilized as a protective group stable under protic and Lewis acid conditions. Selective alkylation of an ester group, selective reduction of an ester, and selective alkylation of a ketone in the presence of an aldehyde are accomplished by using o-carborane protective groups. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(98)00922-x