Stereoselective Synthesis of Carbon-Linked Analogues of α- And β-Galactoserine Glycoconjugates Using Asymmetric Enolate Methodology

Journal of Organic Chemistry

Volumn 63, Issue 14, 1998, Pages 4817-4820

  Ben, Robert N ^a   Orellana, Arturo ^a   Arya, Prabhat ^a  

^a NATIONAL RESEARCH COUNCIL CANADA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

BETA GALACTOSIDE; GALACTOSE; GLYCOCONJUGATE; SERINE DERIVATIVE;

AMINATION; ARTICLE; CHIRALITY; DRUG SYNTHESIS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTEIN GLYCOSYLATION; STEREOCHEMISTRY;

EID: 0032504013     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo980026x     Document Type: Article

References (24)

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2. (b) Presented at the 15th American Peptide Symposium, Nashville, TN June 14-19, 1997.
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22. The enolate of 7 with methyl iodide gave 8 in excellent yield with a high diastereoselectivity (>95% de).
23. 13C NMR and MS experiments. In compounds 8, 11, and 15, the stereochemistry of new stereogenic centers was assigned as it would be expected from Evans' asymmetric oxazolidinone enolate methodology.
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