Bifunctionalized Allenes. Part XXIII. An Efficient Method for Regioselective Synthesis of 5-Phosphorylated Allenecarboxylates

Hasan H. Hasanov; Ivaylo K. Ivanov; Valerij Ch. Christov

doi:10.2478/asn-2020-0029

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Bifunctionalized Allenes. Part XXIII. An Efficient Method for Regioselective Synthesis of 5-Phosphorylated Allenecarboxylates

Acta Scientifica Naturalis

Volume 7 (2020): Issue 3 (November 2020)

By: Hasan H. Hasanov, Ivaylo K. Ivanov and Valerij Ch. Christov

Open Access

|Dec 2020

Abstract

An efficient method for regioselective synthesis of 5-(dimethoxyphosphoryl)-allenecarboxylates by an atom economical [2,3]-sigmatropic rearrangement of the mediated 3-(dimethoxyphosphanyloxy)-alk-4-ynoates is described. Alkyl 5-(dimethoxyphosphoryl)-alka-3,4-dienoates can be readily prepared via reaction of alkyl 3-hydroxy-alk-4-ynoates with dimethylchlorophosphite in the presence of a base. Alkyl 3-hydroxy-alk-4-ynoates were prepared by reaction of the metallated acetylenes with commercialy available alkyl 3-oxoalkanoates.

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Articles in this issue

DOI: https://doi.org/10.2478/asn-2020-0029 | Journal eISSN: 2603-347X | Journal ISSN: 2367-5144

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Language: English

Page range: 1 - 10

Published on: Dec 8, 2020

Published by: Konstantin Preslavski University of Shumen

In partnership with: Paradigm Publishing Services

Publication frequency: 3 issues per year

Keywords:

alkyl 3-hydroxy-alk-4-ynoates,

5-(dimethoxyphosphoryl)-allenecarboxylates,

[2,3]-sigmatropic rearrangement,

regioselective synthesis

Related subjects:

Life sciences, other,

Physics,

Physics, other

© 2020 Hasan H. Hasanov, Ivaylo K. Ivanov, Valerij Ch. Christov, published by Konstantin Preslavski University of Shumen
This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

Volume 7 (2020): Issue 3 (November 2020)