Selective Synthesis of Carbonates from Glycerol, CO2, and Alkyl Halides Using tert-Butyltetramethylguanidine

Selective Synthesis of Carbonates from Glycerol, CO2, and Alkyl Halides Using tert-Butyltetramethylguanidine
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使用叔丁基四甲基胍从甘油、CO2 和卤代烷选择性合成碳酸酯

DOI:
10.1055/s-0037-1610027
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发表时间:
2018
期刊:
影响因子:
2
通讯作者:
Takumi Mizuno
Takumi Mizuno
中科院分区:
化学4区
文献类型:
--
作者:
Masatoshi Mihara;Kaname Moroga;Tetsuo Iwasawa;Takeo Nakai;Takatoshi Ito;Toshinobu Ohno;Takumi Mizuno

文献摘要

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在这里,我们描述了以甘油、二氧化碳和卤代烷为原料,在胍基促进下合成碳酸酯的方法。具体地说,选择性地得到了线形三碳酸酯(1,2,3-三-O-丁氧基甲基甘油)、二碳酸丁酯[丁基(2-氧代-1,3-二氧杂环戊烷-4-基)甲酯]和环单碳酸酯(4-羟甲基-2-氧代-1,3-二氧杂环己烷)。该方法具有反应效率高、反应条件温和等优点,是从工业副产品中合成附加值产品的有力工具。
Herein, we describe the guanidine-promoted synthesis of carbonates from glycerol, CO2, and alkyl halides. Specifically, a linear tricarbonate (1,2,3-tri-O-butoxycarbonylglycerol), a dicarbonate [butyl (2-oxo-1,3-dioxolan-4-yl)methyl carbonate] containing a linear and a cyclic moiety, and a cyclic monocarbonate (4-hydroxymethyl-2-oxo-1,3-dioxolan) were selectively obtained in good yields, which were strongly affected by the steric bulkiness of the guanidine group substituents. The developed method exhibits the advantages of high efficiency and mild conditions, thus being a powerful tool for the synthesis of value-added products from industrial by-products.