Enantioselective Synthesis of (-)-Dysiherbaine.
Enantioselective Synthesis of (-)-Dysiherbaine.
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DOI：
10.1021/acs.orglett.5b01821
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发表时间：
2015-08
期刊：
影响因子：
5.2
通讯作者：
Ha Do;C. Kang;J. Cho;S. Gilbertson
中科院分区：
文献类型：
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作者：
Ha Do;C. Kang;J. Cho;S. Gilbertson
Dysiherbaine是从海洋海绵Dysidea herbacea中分离的天然产物，已被证明是非NMDA型谷氨酸受体、红藻氨酸受体的选择性激动剂。报道了一种对映选择性合成dysiherbaine的方法。二烯的复分解，随后将所得烯烃转化为氨基醇并加入氨基酸，提供天然产物。这种合成方法与以前的分子方法不同，因为四氢吡喃环上的官能团在路线的后期安装。
Dysiherbaine, a natural product isolated from the Marine sponge Dysidea herbacea, has been shown to be a selective agonist of non-NMDA type glutamate receptors, kainate receptors. An enantioselective synthesis of dysiherbaine is reported. Metathesis of the diene followed by conversion of the resulting alkene to the amino alcohol and addition of the amino acid provides the natural product. This synthesis differs from previous approaches to the molecule in that the functionality on the tetrahydropyran ring is installed late in the route.