4.4 Article

Selective synthesis of Neu5Ac2en and its oxazoline derivative using BF3•Et2O

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 14, Pages 1642-1644

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.01.117

Keywords

Lewis acid; BF3 center dot Et2O; Sialic acid; Glycal; Neu5Ac2en; Oxazoline

Funding

  1. EPSRC
  2. Yorkshire Cancer Research
  3. EPSRC [EP/D06418X/1] Funding Source: UKRI
  4. Engineering and Physical Sciences Research Council [EP/D06418X/1] Funding Source: researchfish

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Application of the Lewis acid BF3 center dot Et2O to the selective synthesis of 5-acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid (Neu5Ac2en) and the related oxazoline, methyl 7,8,9-tri-O-acetyl-2,3,4,5-teti-adeoxy-2,3-didehydro-2,3-trideoxy-4',5'-dihydro-2'-methyloxazolo[5,4-d]- D-glycero-D-talo-non-2-enonate is described. (C) 2009 Elsevier Ltd. All rights reserved.

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