ChemInform Abstract: Carbanionic Displacement Reactions at Phosphorus: Synthesis and Reactivity of 5,5-Dimethyl-2-oxo-2-(1,3-dithian-2-yl)-1,3,2-dioxaphosphorinane
| Autor: | Bogdan I. Iorga, Virginie Mouries, Philippe Savignac |
|---|---|
| Rok vydání: | 2010 |
| Předmět: |
010405 organic chemistry
Horner–Wadsworth–Emmons reaction General Medicine 010402 general chemistry 01 natural sciences Phosphonate Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Reagent Yield (chemistry) Homologation reaction Organic chemistry Reactivity (chemistry) Dithiane Carbanion |
| Zdroj: | ChemInform. 29 |
| ISSN: | 1522-2667 0931-7597 |
| DOI: | 10.1002/chin.199835216 |
| Popis: | We describe the formation and reactivity of the lithiated carbanion of 5,5-dimethyl-2oxo-2-(1,3-dithian-2-yl)-1,3,2-dioxaphosphorinane 3b. The derived carbanion 2b is prepared in quantitative yield by internal quench condensation of 1,3-dithiane and 2-chloro-5,5-dimethyl-2oxo-1,3,2-dioxaphosphorinane 1b with two equivalents of LDA at low temperature. The carbanion 2b is reacted with a variety of ketones in one-carbon homologation reaction and a comparison with other reagents is done. chlorophosphates / dithiane / LDA / lithiated phosphonate esters / Horner-Wadsworth-Emmons reaction |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Plný text