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使用螺硼酸酯作为催化剂对手性前体酮进行对映选择性还原。

Enantioselective Reduction of Prochiral Ketones using Spiroborate Esters as Catalysts.

作者信息

Stepanenko Viatcheslav, De Jesus Melvin, Correa Wildeliz, Guzman Irisbel, Vazquez Cindybeth, de la Cruz Wilanet, Ortiz-Marciales Margarita, Barnes Charles L

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. 2007 Aug 13;48(33):5799-5802. doi: 10.1016/j.tetlet.2007.06.086.

Abstract

Novel spiroborate esters derived nonracemic 1,2-aminoalcohols and ethylene glycol are reported as highly effective catalysts for the asymmetric borane reduction of a variety of prochiral ketones with borane-dimethyl sulfide complex at room temperature. Optically active alcohols were obtained in excellent chemical yields using 0.1 to 10 mol % of catalysts with up to 99% ee.

摘要

据报道,由新型螺硼酸酯衍生的非外消旋1,2-氨基醇和乙二醇作为高效催化剂,可在室温下用硼烷-二甲硫醚络合物对多种前手性酮进行不对称硼烷还原反应。使用0.1至10 mol%的催化剂,以优异的化学产率获得了光学活性醇,对映体过量率高达99%。

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