Synthesis of amino-1,4-benzoquinones and their use in Diels-Alder approaches to the aminonaphthoquinone antibiotics.
Synthesis of amino-1,4-benzoquinones and their use in Diels-Alder approaches to the aminonaphthoquinone antibiotics.
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氨基-1,4-苯醌的合成及其在氨基萘醌抗生素的 Diels-Alder 方法中的应用。
DOI：
10.1021/jo201320g
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发表时间：
2011
期刊：
影响因子：
--
通讯作者：
C. Moody
中科院分区：
文献类型：
--
作者：
Christopher C. Nawrat;W. Lewis;C. Moody
本文报道了在2.5%甲醇水溶液中，用PhI（OAc）（2）或PhI（OCOCF（3））（2）氧化相应的2，5-二甲氧基苯胺衍生物合成保护氨基-1，4-苯醌的新方法。该方法在产率和步骤数方面以及在其耐受的氮保护基团的范围方面都代表了对先前报道的方法的改进。许多新的氨基苯醌被制备，随后在Diels-Alder反应中用作亲二烯体，形成用于合成氨基萘醌抗生素如盐孢霉素的结构单元。
A new protocol for the synthesis of protected amino-1,4-benzoquinones by oxidation of the corresponding 2,5-dimethoxyaniline derivatives using PhI(OAc)(2) or PhI(OCOCF(3))(2) in water containing 2.5% methanol is reported. The process represents an improvement over previously reported methods, both in terms of yield and number of steps, and in the range of nitrogen protecting groups that it tolerates. A number of novel aminobenzoquinones were prepared and subsequently used as dienophiles in Diels-Alder reactions to form building blocks for the synthesis of the aminonaphthoquinone antibiotics such as salinisporamycin.
大环双核β-Diketiminate 配体及其锂、铝和锌配合物。
影响因子：
2.8
作者：
Vela,Javier;Zhu,Liwei;Flaschenriem,ChristineJ;Brennessel,WilliamW;Lachicotte,ReneJ;Holland,PatrickL
通讯作者：
Holland,PatrickL