Enantioselective synthesis of axially chiral anilides through rhodium-catalyzed [2+2+2] cycloaddition of 1,6-diynes with trimethylsilylynamides
Enantioselective synthesis of axially chiral anilides through rhodium-catalyzed [2+2+2] cycloaddition of 1,6-diynes with trimethylsilylynamides
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DOI：
10.1021/ja060348f
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发表时间：
2006-04-12
影响因子：
15
通讯作者：
Noguchi, K
中科院分区：
文献类型：
--
作者：
Tanaka, K;Takeishi, K;Noguchi, K
我们发展了一种铑催化的1，6-二炔与三甲基硅酰亚胺的分子间[2+2+2]环加成反应，合成了轴向手性苯胺。在苯环的形成过程中具有轴向手性，具有较高的对映选择性（高达98%ee）。应该注意的是，本反应使用从市售的双（三甲基甲硅烷基）乙炔开始容易制备的三甲基甲硅烷基酰苯胺，并且产物酰苯胺的三甲基甲硅烷基预期用于进一步官能化。
We have developed a rhodium-catalyzed enantioselective intermolecular [2+2+2] cycloaddition of 1,6-diynes with trimethylsilylynamides for the synthesis of axially chiral anilides. The axial chirality is constructed at the formation of benzene rings with high enantioselectivity (up to 98% ee). It should be noted that the present reaction employs the readily prepared trimethylsilylynamides starting from commercially available bis(trimethysilyl)acetylene and the trimethylsilyl group of the product anilides is expected to be utilized for further functionalization.