A modular and concise total synthesis of (±)-daurichromenic acid and analogues

A modular and concise total synthesis of (±)-daurichromenic acid and analogues
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DOI:
10.1021/jo049703f
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发表时间:
2004-05-28
影响因子:
3.6
通讯作者:
Wilson, PD
Wilson, PD
中科院分区:
化学2区
文献类型:
--
作者:
Hu, HJ;Harrison, TJ;Wilson, PD

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以乙酰乙酸乙酯、巴豆酸乙酯和反式,反式-金合欢醛为原料,经四步反应,实现了(+/-)-蝙蝠葛色烯酸的模块化、简洁的全合成。还从乙酰乙酸乙酯或乙酰乙酸甲酯和一系列容易获得的α,β-不饱和酯和醛制备了这种具有有效抗HIV活性的天然产物的一系列类似物。
A modular and concise total synthesis of (+/-)-daurichromenic acid has been accomplished in four steps from ethyl acetoacetate, ethyl crotonate, and trans,trans-farnesal. A series of analogues of this natural product, which has potent anti-HIV activity, were also prepared from ethyl or methyl acetoacetate and a series of readily available alpha,beta-unsaturated esters and aldehydes.