Application of the combined C-H activation/Cope rearrangement as a key step in the total syntheses of the assigned structure of (+)-elisabethadione and a (+) p-benzoquinone natural product
Application of the combined C-H activation/Cope rearrangement as a key step in the total syntheses of the assigned structure of (+)-elisabethadione and a (+) p-benzoquinone natural product
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DOI：
10.1016/j.tet.2006.05.086
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发表时间：
2006-11-06
期刊：
影响因子：
2.1
通讯作者：
Dai, Xing
中科院分区：
文献类型：
--
作者：
Davies, Huw M. L.;Dai, Xing
本文描述了(+)-伊利沙比二酮(3)和(+)-对苯二酚天然产物4的结构的对映选择性全合成。天然产物中三个关键立体中心的立体控制形成是通过C-H活化/COPE重排相结合的一步实现的，该重排是一个C-H官能化过程，由Rh-2(R-DOSP)4(DOSP=(N-十二烷基苯磺酰基)脯氨酸酯)催化。(C)2006年，爱思唯尔有限公司出版。
The enantioselective total syntheses of the assigned structure of (+)-elisabethadione (3) and the (+)-p-benzoquinone natural product 4 is described. The stereocontrolled formation of the three key stereocenters in the natural products is achieved in a single step through the combined C-H activation/Cope rearrangement, a C-H functionalization process catalyzed by the dirhodium tetraprolinate, Rh-2(R-DOSP)4 (DOSP=(N-dodecylbenzenesulfonyl)prolinate). (c) 2006 Published by Elsevier Ltd.