Total Synthesis of (+)-Rubriflordilactone A.

Total Synthesis of (+)-Rubriflordilactone A.
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DOI:
10.1002/anie.201506366
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发表时间:
2015-10-19
期刊:
Angewandte Chemie (International ed. in English)
影响因子:
--
通讯作者:
Anderson EA
Anderson EA
中科院分区:
其他
文献类型:
--
作者:
Goh SS;Chaubet G;Gockel B;Cordonnier MC;Baars H;Phillips AW;Anderson EA

文献摘要

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描述了去甲三萜类天然产物 rubriflordilactone A 的两种对映选择性全合成,其使用钯或钴催化的环化形成 CDE 环,并集中在后期合成中间体上。这些关键过程是通过常见的二炔组分与适当的 AB 环醛的聚合偶联而建立的,这一策略为该天然产物家族其他成员的合成探索奠定了基础。
Two enantioselective total syntheses of the nortriterpenoid natural product rubriflordilactone A are described, which use palladium- or cobalt-catalyzed cyclizations to form the CDE rings, and converge on a late-stage synthetic intermediate. These key processes are set up through the convergent coupling of a common diyne component with appropriate AB-ring aldehydes, a strategy that sets the stage for the synthetic exploration of other members of this family of natural products.