A novel and efficient direct aldol condensation from ketones and aromatic aldehydes catalyzed by proline-TEA through a new pathway

A novel and efficient direct aldol condensation from ketones and aromatic aldehydes catalyzed by proline-TEA through a new pathway
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DOI:
10.1016/j.tet.2009.04.052
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发表时间:
2009-06-20
期刊:
影响因子:
2.1
通讯作者:
Li, Run-tao
Li, Run-tao
中科院分区:
化学3区
文献类型:
--
作者:
Wang, Jun-feng;Lei, Meng;Li, Run-tao

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以L-脯氨酸-TEA(三乙胺)为催化剂,甲醇为溶剂,在室温下进行了一种新颖、高效的酮与醛的直接羟醛缩合反应,得到了相应的(E)-α,β-不饱和酮,产率较高。利用该方法,从未修饰的酮C-糖苷和醛类化合物中得到了一些复杂的(E)-α,β-不饱和酮C-糖苷。该反应通过一个新的途径进行,其中特定的中间体被捕获和鉴定。(C)2009爱思唯尔有限公司版权所有。
A novel and efficient direct aldol condensation from various ketones and a wide range of aldehydes was catalyzed by L-proline-TEA (triethylamine) in MeOH at room temperature, affording the corresponding (E)-alpha,beta-unsaturated ketones in excellent yields. By using the method, some complicated (E)-alpha,beta-unsaturated ketone C-glycosides were obtained from unmodified ketone C-glycosides and aldehydes. This reaction proceeds through a new pathway, in which the specific intermediate was captured and identified. (C) 2009 Elsevier Ltd. All rights reserved.