Bifunctionalized Allenes. Part XXIII. An Efficient Method for Regioselective Synthesis of 5-Phosphorylated Allenecarboxylates
| Autor: | Ivaylo K. Ivanov, Valerij Ch. Christov, Hasan H. Hasanov |
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| Rok vydání: | 2020 |
| Předmět: |
Pulmonary and Respiratory Medicine
Geography (General) 010405 organic chemistry Chemistry alkyl 3-hydroxy-alk-4-ynoates Science [2 3]-sigmatropic rearrangement Regioselectivity 010501 environmental sciences 5-(dimethoxyphosphoryl)-allenecarboxylates 01 natural sciences 0104 chemical sciences G1-922 Organic chemistry Pediatrics Perinatology and Child Health regioselective synthesis 0105 earth and related environmental sciences |
| Zdroj: | Acta Scientifica Naturalis, Vol 7, Iss 3, Pp 1-10 (2020) |
| ISSN: | 2367-5144 |
| DOI: | 10.2478/asn-2020-0029 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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