Central-axial-central chirality transfer: asymmetric synthesis of highly substituted indenes bearing a stereogenic quaternary carbon center from optically active propargyl alcohols
Central-axial-central chirality transfer: asymmetric synthesis of highly substituted indenes bearing a stereogenic quaternary carbon center from optically active propargyl alcohols
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DOI：
10.1039/c4cc08034c
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发表时间：
2015-01-01
影响因子：
4.9
通讯作者：
Akai, Shuji
中科院分区：
文献类型：
--
作者：
Egi, Masahiro;Shimizu, Kaori;Akai, Shuji
以光学活性炔丙醇1为原料，通过中心-轴向-中心手性转移反应，不对称合成了一系列具有四元立体碳中心的高取代茚3。该转化涉及1和丙二酰亚胺2的加成/重排，得到四取代的丙二烯4和4的进一步环化。
An asymmetric synthesis of highly substituted indenes 3, bearing a quaternary stereogenic carbon center, has been developed via the central-axial-central chirality transfer from optically active propargyl alcohols 1. This transformation involves the addition/rearrangement of 1 and ynamides 2 to give tetra-substituted allenes 4 and further cyclization of 4.