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Efficient synthesis of tetrasubstituted 2,3-allenoates and preliminary studies on bioactivities

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Abstract

A general and highly efficient straightforward protocol for the preparation of tetrasubstituted 2,3-allenoates through a palladium-catalyzed coupling reaction of 3-alkoxycarbonyl propargylic carbonates and boronic acids with commercially available tri(o-tolyl)phosphine as a ligand has been developed. This mild reaction exhibited a wide substrate scope and functional group compatibility, providing a highly efficient strategy to access valuable tetrasubstituted 2,3-allenoate products. Several tetrasubstituted 2,3-allenoates obtained in this study exhibited potent anti-cancer and anti-diabetic activities.

Graphical abstract: Efficient synthesis of tetrasubstituted 2,3-allenoates and preliminary studies on bioactivities

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Publication details

The article was received on 06 Nov 2018, accepted on 10 Dec 2018 and first published on 11 Dec 2018


Article type: Research Article
DOI: 10.1039/C8QO01202D
Citation: Org. Chem. Front., 2019, Advance Article
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    Efficient synthesis of tetrasubstituted 2,3-allenoates and preliminary studies on bioactivities

    Y. Yao, G. Zhu, Q. Chen, H. Qian and S. Ma, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C8QO01202D

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