Stereoselective synthesis of alicyclic ketones: A hydrogen borrowing approach
Stereoselective synthesis of alicyclic ketones: A hydrogen borrowing approach
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DOI：
10.1016/j.tet.2019.130680
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发表时间：
2019-11-29
期刊：
影响因子：
2.1
通讯作者：
Donohoe, Timothy J.
中科院分区：
文献类型：
--
作者：
Armstrong, Roly J.;Akhtar, Wasim M.;Donohoe, Timothy J.
报道了一种由二元醇和五甲基苯乙酮合成脂环酮的高非对映选择性成环反应。该方法由市售的铱（III）催化剂介导，并且提供了以高水平的立体选择性有效获得广泛的环戊烷和环己烷产物的途径。在成环反应中的非对映选择性的起源已经探索了一系列的控制实验，这提供了一个解释如何控制新锻造的环周围的每个立体中心。(C)2019作者爱思唯尔有限公司出版
A highly diastereoselective annulation strategy for the synthesis of alicyclic ketones from diols and pentamethylacetophenone is described. This process is mediated by a commercially available iridium(III) catalyst, and provides efficient access to a wide range of cyclopentane and cyclohexane products with high levels of stereoselectivity. The origins of diastereoselectivity in the annulation reaction have been explored by a series of control experiments, which provides an explanation for how each stereocentre around the newly forged ring is controlled. (C) 2019 The Authors. Published by Elsevier Ltd.