Metal-free access to fully substituted skipped diynes. An efficient chemodifferentiating A2BB' 4CR manifold.

Metal-free access to fully substituted skipped diynes. An efficient chemodifferentiating A2BB' 4CR manifold.
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DOI:
10.1021/jo070764y
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发表时间:
2007-06
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
D. Tejedor;Sara López‐Tosco;J. González-Platas;F. García‐Tellado
D. Tejedor;Sara López‐Tosco;J. González-Platas;F. García‐Tellado
中科院分区:
其他
文献类型:
--
作者:
D. Tejedor;Sara López‐Tosco;J. González-Platas;F. García‐Tellado

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一个无金属化学分化的A2BB' 4CR歧管的模块合成的三级跳过diynes描述。歧管进行三乙胺触发的烷基丙酸酯和酸氯化物的反应,以两个丙炔烷基酸酯、叔醇和酯的形式组装每个组分的两个单位。两种氯化酸组分的差异化结合确保了最终结构的功能多样性。此外,两个连接的丙炔醇酸酯的存在为复杂性的生成提供了一个反应平台。
A metal-free chemodifferentiating A2BB' 4CR manifold for the modular synthesis of tertiary skipped diynes is described. The manifold performs a triethylamine triggered reaction of alkyl propiolates and acid chlorides to assemble two units of each component in the form of two propargylic alkynoates, a tertiary alcohol, and an ester. A differentiated incorporation of the two acid chloride components ensures functional diversity in the final structure. In addition, the presence of two connected propargylic alkynoates provides a reactive platform for complexity generation.