硼烷介导的吡啶基及相关杂环醇不对称合成中的螺硼酸酯
Spiroborate esters in the borane-mediated asymmetric synthesis of pyridyl and related heterocyclic alcohols.
作者信息
Stepanenko Viatcheslav, De Jesús Melvin, Correa Wildeliz, Guzmán Irisbel, Vázquez Cindybeth, Ortiz Lymaris, Ortiz-Marciales Margarita
机构信息
Department of Chemistry, University of Puerto Rico-Humacao, CUH Station, Humacao, Puerto Rico 00791, USA.
出版信息
Tetrahedron Asymmetry. 2007 Nov 26;18(23):2738-2745. doi: 10.1016/j.tetasy.2007.10.044.
Abstract
The effectiveness of several spiroborate ester catalysts was investigated in the asymmetric borane reduction of 2-, 3-, 4-acetylpyridines under different reaction conditions. Highly enantiomerically enriched 1-(2-, 3- and 4-pyridyl)ethanols and 1-(heterocyclic)ethanols were obtained using 1 to 10% catalytic loads of the spiroborate 5 derived from diphenylprolinol and ethylene glycol.
摘要
在不同反应条件下，研究了几种螺硼酸酯催化剂在2-、3-、4-乙酰吡啶不对称硼烷还原反应中的有效性。使用由二苯基脯氨醇和乙二醇衍生的螺硼酸酯5作为催化剂，催化用量为1%至10%，可得到对映体高度富集的1-（2-、3-和4-吡啶基）乙醇和1-（杂环）乙醇。
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