Enantioselective Synthesis of (-)-Dysiherbaine

被引：17

作者：

Do, Ha ^{[1
]}

Kang, Chang Won ^{[1
]}

Cho, Joon Hyung ^{[1
]}

Gilbertson, Scott R. ^{[1
]}

机构：

[1] Univ Houston, Dept Chem, Houston, TX 77204 USA

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 16期

关键词：

SPONGE DYSIDEA-HERBACEA; AMINO-ACID; MARINE SPONGE; KAINATE RECEPTORS; NEODYSIHERBAINE-A; LEWIS-ACIDS; DYSIHERBAINE; REARRANGEMENT; ANALOGS;

D O I：

10.1021/acs.orglett.5b01821

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

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页码：3972 / 3974

页数：3

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