Readily available carbohydrate-derived imines and amides as chiral ligands for asymmetric
| Autor: | Pigro M.C., Angiuoni G., Piancatelli G. |
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| Rok vydání: | 2002 |
| Zdroj: | Tetrahedron (Oxf., Print) 58 (2002): 5459–5466. info:cnr-pdr/source/autori:Pigro M.C., Angiuoni G., Piancatelli G./titolo:Readily available carbohydrate-derived imines and amides as chiral ligands for asymmetric/doi:/rivista:Tetrahedron (Oxf., Print)/anno:2002/pagina_da:5459/pagina_a:5466/intervallo_pagine:5459–5466/volume:58 |
| Popis: | An easy and diastereoselective strategy for the synthesis of a new tetrahydrofuranic chiral aldehyde and a new tetrahydrofuranic acid derived from D-ribose is reported. These compounds have been shown to be useful starting materials for obtaining a never described before class of iminic- and amidic-carbohydrate based chiral ligands, endowed with stability to purification on silica flash column and to storage, and characterized by the presence of a stereogenic center alpha to the iminic or amidic bond. The first results obtained from the application of these chiral ligands in a model reaction, conjugate addition of Et2Zn to cyclohexenone, are discussed |
| Databáze: | OpenAIRE |
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