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Programmable Ether Synthesis Enabled by Oxa-Matteson Reaction
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2022-05-09 , DOI: 10.1021/jacs.2c03621
Qiqiang Xie 1 , Guangbin Dong 1
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2022-05-09 , DOI: 10.1021/jacs.2c03621
Qiqiang Xie 1 , Guangbin Dong 1
Affiliation
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The Matteson-type reactions have received increasing interest in constructing complex organic molecules via iterative synthetic strategies; however, the current tactics are almost exclusively based on homologation of pure carbon chains. Here, we report the development of the oxa-Matteson reaction that enables sequential oxygen and carbenoid insertions into diverse alkyl- and arylboronates. It offers a distinct entry to a wide range of boron-substituted ethers. The utilities of this method are demonstrated in the preparation of various functional ethers, the asymmetric synthesis of an acetyl-CoA-carboxylase inhibitor, and the programmable construction of polyethers.
中文翻译:
Oxa-Matteson 反应实现的可编程醚合成
Matteson 型反应越来越受到人们对通过迭代合成策略构建复杂有机分子的兴趣。然而,目前的策略几乎完全基于纯碳链的认证。在这里,我们报告了 oxa-Matteson 反应的发展,该反应能够将氧和类胡萝卜素连续插入到不同的烷基硼酸盐和芳基硼酸盐中。它为广泛的硼取代醚提供了独特的入口。该方法的实用性在各种功能性醚的制备、乙酰辅酶A-羧化酶抑制剂的不对称合成和聚醚的可编程构建中得到了证明。
更新日期:2022-05-09
中文翻译:
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Oxa-Matteson 反应实现的可编程醚合成
Matteson 型反应越来越受到人们对通过迭代合成策略构建复杂有机分子的兴趣。然而,目前的策略几乎完全基于纯碳链的认证。在这里,我们报告了 oxa-Matteson 反应的发展,该反应能够将氧和类胡萝卜素连续插入到不同的烷基硼酸盐和芳基硼酸盐中。它为广泛的硼取代醚提供了独特的入口。该方法的实用性在各种功能性醚的制备、乙酰辅酶A-羧化酶抑制剂的不对称合成和聚醚的可编程构建中得到了证明。