Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins
Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins
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DOI：
10.1016/j.tet.2008.02.059
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发表时间：
2008-05-05
期刊：
影响因子：
2.1
通讯作者：
De Kimpe, Norbert
中科院分区：
文献类型：
--
作者：
Maes, Dominick;Riveiro, Maria Eugenia;De Kimpe, Norbert
本文报道了五种天然多氧香豆素的合成。它涉及两种5，6，7-三氧化香豆素，即，6-羟基-5，7-二甲氧基香豆素（白蜡醇）1和5，6，7-三甲氧基香豆素2，以及三种5，7，8-三氧化香豆素，即，8-羟基-5，7-二甲氧基香豆素（leptodactylone）3，5，7，8-三甲氧基香豆素4和8-（3-甲基-2-丁烯氧基）-5，7-二甲氧基香豆素（artanin）5。合成途径的关键特征是合成合适的四氧化苯甲醛，然后通过Wittig反应将其转化为相应的香豆素。(c)2008爱思唯尔有限公司保留所有权利。
The synthesis of five naturally occurring polyoxygenated coumarins is described. It concerns two 5,6,7-trioxygenated coumarins, i.e., 6-hydroxy-5,7-dimethoxycoumarin (fraxinol) 1 and 5,6,7-trimethoxycoumarin 2, and three 5,7,8-trioxygenated coumarins, i.e., 8-hydroxy-5,7-dimethoxycoumarin (leptodactylone) 3, 5,7,8-trimethoxycoumarin 4 and 8-(3-methyl-2-butenyloxy)-5,7-dimethoxycoumarin (artanin) 5. Key feature of the synthetic pathway is the synthesis of suitable tetraoxygenated benzaldehydes, which are then converted to the corresponding coumarins via a Wittig reaction. (c) 2008 Elsevier Ltd. All rights reserved.