A concise synthesis of honokiol

A concise synthesis of honokiol
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DOI:
10.1016/j.tetlet.2008.12.095
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发表时间:
2009-03-11
影响因子:
1.8
通讯作者:
Liu, Yeuk-Chuen
Liu, Yeuk-Chuen
中科院分区:
化学4区
文献类型:
--
作者:
Chen, Chang-Ming;Liu, Yeuk-Chuen

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研究了一种天然产物檀香山1的简单合成方法,该方法分四个步骤进行,总收率为32%。4-烯丙基-2-双苯甲醚唑3与4-羟基苯基硼酸铃木偶联,然后烯丙基化,得到5-烯丙基-4′-烯丙基-2-甲氧基-联苯5。该化合物经过Lewis酸催化的Claisen重排和去甲基化,在一锅反应中生成了本木酚。(C) 2009年Elsevier Ltd.出版
A simple synthesis of the natural product honoldol 1 has been developed which proceeds in four steps and provides a 32% overall yield. Suzuki coupling of 4-allyl-2-bi-omoailisole 3 with 4-hydroxyphenyl boronic acid, followed by allylation, gave 5-allyl-4'-allyloxy-2-methoxy-biphenyl 5. This compound 5 underwent Lewis acid-catalyzed Claisen rearrangement and demethylation in a one-pot reaction which yielded honokiol. (C) 2009 Published by Elsevier Ltd.