The Experts below are selected from a list of 276 Experts worldwide ranked by ideXlab platform
Jose Luis Chiara - One of the best experts on this subject based on the ideXlab platform.
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synthesis of aminocyclitols by intramolecular reductive coupling of carbohydrate derived δ and e functionalized oxime ethers promoted by tributyltin hydride or samarium diiodide
Journal of Organic Chemistry, 1997Co-Authors: Jose Marcocontelles, Pilar Gallego, Noureddine Khiar, Christine Destabel, Manuel Bernabé, Mercedes M Rodriguezfernandez, And Angeles Martinezgrau, Jose Luis ChiaraAbstract:The intramolecular reductive coupling of a series of simple or polyoxygenated oxime ethers δ- or e-functionalized with bromide, α,β-unsaturated ester, aldehyde, or ketone groups is reported. The cyclization of a nitrile-tethered aldehyde is also studied. These reductive couplings are promoted by tributyltin hydride or samarium diiodide. The reactions proceed under mild conditions, in good chemical yield, and with high stereoselectivity. When applied to highly functionalized substrates derived from carbohydrates, this approach provides a selective entry to enantiomerically pure aminocyclitols of varying regio- and stereochemistry. In particular, the reductive coupling reaction of carbonyl-tethered oxime ethers promoted by samarium diiodide can be performed in a one-pot sequence, following a Swern Oxidation step, allowing the direct transformation of hydroxyl-tethered oxime ethers into the corresponding aminocyclitols. Moreover, the resultant O-benzylhydroxylamine products of these cyclizations can be furth...
Jose Marcocontelles - One of the best experts on this subject based on the ideXlab platform.
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synthesis of aminocyclitols by intramolecular reductive coupling of carbohydrate derived δ and e functionalized oxime ethers promoted by tributyltin hydride or samarium diiodide
Journal of Organic Chemistry, 1997Co-Authors: Jose Marcocontelles, Pilar Gallego, Noureddine Khiar, Christine Destabel, Manuel Bernabé, Mercedes M Rodriguezfernandez, And Angeles Martinezgrau, Jose Luis ChiaraAbstract:The intramolecular reductive coupling of a series of simple or polyoxygenated oxime ethers δ- or e-functionalized with bromide, α,β-unsaturated ester, aldehyde, or ketone groups is reported. The cyclization of a nitrile-tethered aldehyde is also studied. These reductive couplings are promoted by tributyltin hydride or samarium diiodide. The reactions proceed under mild conditions, in good chemical yield, and with high stereoselectivity. When applied to highly functionalized substrates derived from carbohydrates, this approach provides a selective entry to enantiomerically pure aminocyclitols of varying regio- and stereochemistry. In particular, the reductive coupling reaction of carbonyl-tethered oxime ethers promoted by samarium diiodide can be performed in a one-pot sequence, following a Swern Oxidation step, allowing the direct transformation of hydroxyl-tethered oxime ethers into the corresponding aminocyclitols. Moreover, the resultant O-benzylhydroxylamine products of these cyclizations can be furth...
And Angeles Martinezgrau - One of the best experts on this subject based on the ideXlab platform.
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synthesis of aminocyclitols by intramolecular reductive coupling of carbohydrate derived δ and e functionalized oxime ethers promoted by tributyltin hydride or samarium diiodide
Journal of Organic Chemistry, 1997Co-Authors: Jose Marcocontelles, Pilar Gallego, Noureddine Khiar, Christine Destabel, Manuel Bernabé, Mercedes M Rodriguezfernandez, And Angeles Martinezgrau, Jose Luis ChiaraAbstract:The intramolecular reductive coupling of a series of simple or polyoxygenated oxime ethers δ- or e-functionalized with bromide, α,β-unsaturated ester, aldehyde, or ketone groups is reported. The cyclization of a nitrile-tethered aldehyde is also studied. These reductive couplings are promoted by tributyltin hydride or samarium diiodide. The reactions proceed under mild conditions, in good chemical yield, and with high stereoselectivity. When applied to highly functionalized substrates derived from carbohydrates, this approach provides a selective entry to enantiomerically pure aminocyclitols of varying regio- and stereochemistry. In particular, the reductive coupling reaction of carbonyl-tethered oxime ethers promoted by samarium diiodide can be performed in a one-pot sequence, following a Swern Oxidation step, allowing the direct transformation of hydroxyl-tethered oxime ethers into the corresponding aminocyclitols. Moreover, the resultant O-benzylhydroxylamine products of these cyclizations can be furth...
Pilar Gallego - One of the best experts on this subject based on the ideXlab platform.
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synthesis of aminocyclitols by intramolecular reductive coupling of carbohydrate derived δ and e functionalized oxime ethers promoted by tributyltin hydride or samarium diiodide
Journal of Organic Chemistry, 1997Co-Authors: Jose Marcocontelles, Pilar Gallego, Noureddine Khiar, Christine Destabel, Manuel Bernabé, Mercedes M Rodriguezfernandez, And Angeles Martinezgrau, Jose Luis ChiaraAbstract:The intramolecular reductive coupling of a series of simple or polyoxygenated oxime ethers δ- or e-functionalized with bromide, α,β-unsaturated ester, aldehyde, or ketone groups is reported. The cyclization of a nitrile-tethered aldehyde is also studied. These reductive couplings are promoted by tributyltin hydride or samarium diiodide. The reactions proceed under mild conditions, in good chemical yield, and with high stereoselectivity. When applied to highly functionalized substrates derived from carbohydrates, this approach provides a selective entry to enantiomerically pure aminocyclitols of varying regio- and stereochemistry. In particular, the reductive coupling reaction of carbonyl-tethered oxime ethers promoted by samarium diiodide can be performed in a one-pot sequence, following a Swern Oxidation step, allowing the direct transformation of hydroxyl-tethered oxime ethers into the corresponding aminocyclitols. Moreover, the resultant O-benzylhydroxylamine products of these cyclizations can be furth...
Noureddine Khiar - One of the best experts on this subject based on the ideXlab platform.
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synthesis of aminocyclitols by intramolecular reductive coupling of carbohydrate derived δ and e functionalized oxime ethers promoted by tributyltin hydride or samarium diiodide
Journal of Organic Chemistry, 1997Co-Authors: Jose Marcocontelles, Pilar Gallego, Noureddine Khiar, Christine Destabel, Manuel Bernabé, Mercedes M Rodriguezfernandez, And Angeles Martinezgrau, Jose Luis ChiaraAbstract:The intramolecular reductive coupling of a series of simple or polyoxygenated oxime ethers δ- or e-functionalized with bromide, α,β-unsaturated ester, aldehyde, or ketone groups is reported. The cyclization of a nitrile-tethered aldehyde is also studied. These reductive couplings are promoted by tributyltin hydride or samarium diiodide. The reactions proceed under mild conditions, in good chemical yield, and with high stereoselectivity. When applied to highly functionalized substrates derived from carbohydrates, this approach provides a selective entry to enantiomerically pure aminocyclitols of varying regio- and stereochemistry. In particular, the reductive coupling reaction of carbonyl-tethered oxime ethers promoted by samarium diiodide can be performed in a one-pot sequence, following a Swern Oxidation step, allowing the direct transformation of hydroxyl-tethered oxime ethers into the corresponding aminocyclitols. Moreover, the resultant O-benzylhydroxylamine products of these cyclizations can be furth...
