Au-Catalyzed Cyclization of Monopropargylic Triols: An Expedient Synthesis of Monounsaturated Spiroketals
Au-Catalyzed Cyclization of Monopropargylic Triols: An Expedient Synthesis of Monounsaturated Spiroketals
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DOI：
10.1021/ol802491m
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发表时间：
2009-01-01
期刊：
影响因子：
5.2
通讯作者：
Palmes, Jean A.
中科院分区：
文献类型：
--
作者：
Aponick, Aaron;Li, Chuan-Ying;Palmes, Jean A.
报道了金催化的炔丙基三醇环化反应，生成含烯烃的螺缩酮。当在0 ℃的THF中使用2mol%的由Au[P（t-BU）（2）（o-biphenyl）]Cl和AgOTf原位生成的催化剂时，反应快速且高产率。制备了一系列不同取代的三醇，导致取代的5-和6-元环螺缩酮，并在反应中良好地起作用。
The gold-catalyzed cyclization of monopropargylic triols to form olefin-containing spiroketals is reported. The reactions are rapid and high yielding when 2 mol % of the catalyst generated in situ from Au[P(t-BU)(2)(o-biphenyI)]Cl and AgOTf is employed in THF at 0 degrees C. A range of differentially substituted triols leading to substituted 5- and 6-membered ring spiroketals were prepared and function well in the reaction.