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N-杂环卡宾催化的高对映选择性烯醛β-羟化反应。

N-heterocyclic carbene-catalyzed radical reactions for highly enantioselective β-hydroxylation of enals.

机构信息

Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University , Singapore 637371, Singapore.

出版信息

J Am Chem Soc. 2015 Feb 25;137(7):2416-9. doi: 10.1021/ja511371a. Epub 2015 Feb 10.

Abstract

An N-heterocyclic carbene-catalyzed β-hydroxylation of enals is developed. The reaction goes through a pathway involving multiple radical intermediates, as supported by experimental observations. This oxidative single-electron-transfer reaction allows for highly enantioselective access to β-hydroxyl esters that are widely found in natural products and bioactive molecules.

摘要

发展了一种 N-杂环卡宾催化的烯醛β-羟化反应。实验观察表明,该反应经历了一个涉及多个自由基中间体的途径。这种氧化单电子转移反应可以高对映选择性地得到广泛存在于天然产物和生物活性分子中的β-羟基酯。

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