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Your search keyword '"Vincent J.-D. Piccio"' showing total 4 results
Start Over Author "Vincent J.-D. Piccio" Topic chemistry.chemical_compound
4 results on '"Vincent J.-D. Piccio"'

1. The Direct Catalytic Enantioselective Synthesis of Protected Aryl ?-Hydroxy-?-Amino Acids

Author

Matthew P. John, Gary A. Cutting, Matthew J. Durbin, Michael C. Willis, and Vincent J.-D. Piccio

Subjects
chemistry.chemical_classification, Chemistry, Stereochemistry, Aryl, Enantioselective synthesis, General Medicine, General Chemistry, Oxazoline, Catalysis, Amino acid, chemistry.chemical_compound, Aldol reaction, Pyridine, Lewis acids and bases, Magnesium perchlorate
Abstract

The combination of three reagents-a tridentate pybox ligand (pybox = pyridine bis(oxazoline)), magnesium perchlorate, and Hunig base (iPr 2EtN)-allows the catalytic generation of a chiral glycine enolate from 1 that undergoes highly enantioselective addition to a range of aryl aldehydes 2. The protected aryl β-hydroxy-α-amino acid products obtained include a protected version of one of the aryl serine units present in the glycopeptide antibiotic vancomycin.

Published
2005

2. The Direct Catalytic Enantioselective Synthesis of Protected Aryl β-Hydroxy-α-Amino Acids

Author

Vincent J.-D. Piccio, Gary A. Cutting, Matthew J. Durbin, Matthew P. John, and Michael C. Willis

Subjects
chemistry.chemical_classification, Serine, chemistry.chemical_compound, chemistry, Ligand, Stereochemistry, Aryl, Pyridine, Enantioselective synthesis, General Medicine, Oxazoline, Magnesium perchlorate, Amino acid
Abstract

The combination of three reagents-a tridentate pybox ligand (pybox = pyridine bis(oxazoline)), magnesium perchlorate, and Hunig base (iPr 2EtN)-allows the catalytic generation of a chiral glycine enolate from 1 that undergoes highly enantioselective addition to a range of aryl aldehydes 2. The protected aryl β-hydroxy-α-amino acid products obtained include a protected version of one of the aryl serine units present in the glycopeptide antibiotic vancomycin.

Published
2005

3. A Direct Catalytic Aldol Route to Protected β‐Hydroxy‐α‐amino Acids

Author

Vincent J.-D. Piccio and Michael C. Willis

Subjects
chemistry.chemical_classification, Perchlorate, chemistry.chemical_compound, Bipyridine, chemistry, Aldol reaction, Magnesium, chemistry.chemical_element, Organic chemistry, General Medicine, Triethylamine, Catalysis, Amino acid
Abstract

The combination of triethylamine, magnesium(II) perchlorate and bipyridine generates a catalyst system for the efficient combination of ethyl isothiocyanatoacetate and a range of aromatic aldehydes. The products of these reactions are synthetically valuable protected β-hydroxy α-amino acids.

Published
2003

4. A direct catalytic aldol route to protected beta-hydroxy-alpha-amino acids

Author

Michael C. Willis and Vincent J.-D. Piccio

Subjects
chemistry.chemical_classification, Magnesium, Organic Chemistry, chemistry.chemical_element, Catalysis, Amino acid, Perchlorate, chemistry.chemical_compound, Bipyridine, Aldol reaction, chemistry, Organic chemistry, Lewis acids and bases, Triethylamine
Abstract

The combination of triethylamine, magnesium(II) perchlorate and bipyridine generates a catalyst system for the efficient combination of ethyl isothiocyanatoacetate and a range of aromatic aldehydes. The products of these reactions are synthetically valuable protected β-hydroxy α-amino acids.

Published
2002

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