4.5 Article

Diastereoselective Synthesis of Heteroaromatic Glycine Derivatives

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2008, Issue 29, Pages 4871-4876

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200800622

Keywords

Aromatic heterocycles; Electrophilic substitution; Sulfinimine; Diastereoselectivity; Glycine derivatives

Funding

  1. Norwegian Research Council [160099]

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A TMSOTf promoted addition of an N-tert-butanesulfinyl alpha-imino ester to five-membered aromatic heterocycles furnishes optically active heteroaromatic glycine derivatives with moderate-to-good yield in diastereomeric ratios up to 99%. The absolute configuration of two of the addition products were solved by X-ray analysis. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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