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铟介导的双(α-羟基丙二烯)或α,α'-二羟基丙二烯炔的制备及进一步的金催化环化反应

Indium-Mediated Preparation of Bis(α-hydroxyallenes) or α,α'-Dihydroxyallenynes and Further Gold-Catalyzed Cyclizations.

作者信息

Martínez Del Campo Teresa, San Martín Daniel, Gamarra Laura, Cerrón Eva, Cembellín Sara, Yanai Hikaru, Almendros Pedro

机构信息

Grupo de Lactamas y Heterociclos Bioactivos, Departamento de Química Orgánica, Unidad Asociada al CSIC, Facultad de Química, Universidad Complutense de Madrid, Madrid 28040, Spain.

School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji ,Tokyo192-0392, Japan.

出版信息

J Org Chem. 2024 Oct 4;89(19):14228-14232. doi: 10.1021/acs.joc.4c01648. Epub 2024 Sep 17.

Abstract

We present the regio- and diastereoselective Barbier-type allenylation reaction of glyoxals mediated by indium to furnish highly valuable -bis(α-hydroxyallenes) and -α,α'-dihydroxyallenynes. The gold-catalyzed controlled cyclization of these unsaturated diols enables the divergent preparation of three types of oxacycles.

摘要

我们报道了铟介导的乙二醛的区域和非对映选择性巴比耶型烯丙基化反应,以提供高价值的双(α-羟基丙二烯)和α,α'-二羟基丙二烯炔。这些不饱和二醇的金催化可控环化能够不同地制备三种类型的氧杂环。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/be5e/11460725/7b835df360dc/jo4c01648_0002.jpg

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