Gold-Catalyzed 1,3-Addition of a Sp3-Hybridized C-H Bond to Alkenylcarbenoid Intermediate
Gold-Catalyzed 1,3-Addition of a Sp3-Hybridized C-H Bond to Alkenylcarbenoid Intermediate
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DOI：
10.1021/ja807384a
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发表时间：
2008-12-10
影响因子：
15
通讯作者：
Liu, Rai-Shung
中科院分区：
文献类型：
--
作者：
Bhunia, Sabyasachi;Liu, Rai-Shung
我们报道了通过 Au(l) 催化联二烯缩醛官能团的环异构化立体选择性合成双环[3.2.1]oct-6-en-2-ones。这种环化在机制上具有重要意义，因为它涉及史无前例的 Sp(3) 杂化 C-H 键与乙烯基碳烯部分的 1,3-加成。
We report stereoselective synthesis of bicyclo[3.2.1]oct-6-en-2-ones through Au(l)-catalyzed cycloisomerization of an allenene-acetal functionality. This cyclization is mechanistically significant because it involves an unprecedented 1,3-addition of a Sp(3)-hybridized C-H bond to vinylcarbenoid moiety.