源自(S)-二苯基脯氨醇的新型二甲氧基(氨基烷氧基)硼酸盐作为前手性酮对映选择性硼介导还原反应的高效催化剂。
Novel dimethoxy(aminoalkoxy)borate derived from (S)-diphenylprolinol as highly efficient catalyst for the enantioselective boron-mediated reduction of prochiral ketones.
作者信息
Stepanenko Viatcheslav, Ortiz-Marciales Margarita, Barnes Charles L, Garcia Carmelo
机构信息
Department of Chemistry, University of Puerto Rico - Humacao, CUH Station, Humacao, Puerto Rico 00791, USA.
出版信息
Tetrahedron Lett. 2009 Mar 4;50(9):995-998. doi: 10.1016/j.tetlet.2008.12.061.
Abstract
The novel dimethoxyl(aminoalkoxy)borate 1 was isolated as a white crystalline dimer joined by H-bonding as evidenced by X-ray analysis, and demonstrated to be a highly effective catalyst for the asymmetric reduction of representative prochiral ketones with borane-DMS. Optically pure alcohols were obtained using only 1 mol% of catalyst 1 in up to 99% ee.
摘要
新型二甲氧基（氨基烷氧基）硼酸盐1经分离得到白色结晶二聚体，通过X射线分析证明其通过氢键连接，并被证明是用硼烷-二甲硫醚对代表性前手性酮进行不对称还原的高效催化剂。仅使用1 mol%的催化剂1，即可获得高达99%对映体过量的光学纯醇。
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