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相转移条件下邻二醇的烷基化动力学拆分:手性硼酸铵催化

Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis.

作者信息

Pawliczek Martin, Hashimoto Takuya, Maruoka Keiji

机构信息

Department of Chemistry , Graduate School of Science , Kyoto University , Sakyo , Kyoto , 606-8502 , Japan . Email:

出版信息

Chem Sci. 2017 Dec 12;9(5):1231-1235. doi: 10.1039/c7sc04854h. eCollection 2018 Feb 7.

Abstract

Herein, we report the first alkylative kinetic resolution of vicinal alcohols realized by cooperative use of a chiral quaternary ammonium salt and an achiral borinic acid. In addition, a catalytic regioselective alkylation of a secondary alcohol in the presence of an unprotected primary one is presented, emphasizing the unique selectivity and potential of this ammonium borinate catalysis.

摘要

在此,我们报道了首例通过手性季铵盐与非手性硼酸协同作用实现的邻二醇的烷基化动力学拆分。此外,还展示了在未保护的伯醇存在下仲醇的催化区域选择性烷基化反应,强调了这种硼酸铵催化的独特选择性和潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4030/5885781/feea63a22b56/c7sc04854h-f1.jpg

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