Concise synthesis of (S,S)-(+)-dehydrohomoancepsenolide.

Concise synthesis of (S,S)-(+)-dehydrohomoancepsenolide.
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(S,S)-( )-脱氢高头茅内酯的简明合成。

DOI:
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发表时间:
2000
期刊:
影响因子:
5.2
通讯作者:
T. Dierkes
T. Dierkes
中科院分区:
化学1区
文献类型:
--
作者:
A. Fürstner;T. Dierkes

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本文报道了一种简明的光学活性双丁烯酰亚胺3的全合成方法。关键步骤是锌介导的“三组分偶联”,形成二烯炔9,其在用(PCy(3))(2)Cl(2)Ru=CHPh处理时经历闭环复分解(RCM)。然后使用(tBuO)(3)Wbd 1;CCMe(3)作为催化剂通过炔复分解实现所得丁烯二醇11的二聚。Lindlar还原完成了该合成,其在仅五个步骤中以25%的总产率提供产物3。
A concise total synthesis of the bis-butenolide 3 in optically active form is reported. Key steps are a zinc-mediated "three-component coupling" with formation of dienyne 9 which undergoes ring closing metathesis (RCM) on treatment with (PCy(3))(2)Cl(2)Ru=CHPh. Dimerization of the resulting butenolide 11 is then achieved via alkyne metathesis using (tBuO)(3)W&tbd1;CCMe(3) as the catalyst. A Lindlar reduction completes this synthesis which delivers product 3 in only five steps with an overall yield of 25%.
来自加勒比八珊瑚 Pterogorgia citrina 的其他丁烯内酯。
DOI: 10.1021/np50105a002
发表时间: 1994
影响因子: 5.1
作者:
Rodríguez,AD;Ramírez,C
通讯作者: Ramírez,C