Silica Gel Promotes Reductions of Aldehydes and Ketones by N-Heterocyclic Carbene Boranes
Silica Gel Promotes Reductions of Aldehydes and Ketones by N-Heterocyclic Carbene Boranes
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DOI：
10.1021/ol302010f
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发表时间：
2012-09-07
期刊：
影响因子：
5.2
通讯作者：
Curran, Dennis P.
中科院分区：
文献类型：
--
作者：
Taniguchi, Tsuyoshi;Curran, Dennis P.
n -杂环碳硼烷（nhc -硼烷）如1,3-二甲基咪唑-2-吡啶三氢硼烷（diMe-Imd-BH3）是在硅胶存在下还原醛和酮的实用氢化物供体。在一般条件下，伯醇和仲醇的产率都很高。醛在酮的存在下选择性地还原。一个，两个，甚至三个硼氢化物都可以转移。该工艺具有吸引力，因为所有组分都稳定且易于处理，而且反应和分离程序都很方便。
N-Heterocyclic carbene boranes (NHC-boranes) such as 1,3-dimethylimidazol-2-ylidine trihydridoborane (diMe-Imd-BH3) serve as practical hydride donors for the reduction of aldehydes and ketones in the presence of silica gel. Primary and secondary alcohols are formed in good yields under ambient conditions. Aldehydes are selectively reduced in the presence of ketones. One, two, or even all three cif the boron hydrides can be transferred. The process is attractive because all the components are stable and easy to handle and because both the reaction and isolation procedures are convenient.