4.4 Article

A short formal synthesis of three epimers of penmacric acid

Journal

TETRAHEDRON
Volume 66, Issue 32, Pages 6167-6173

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.05.102

Keywords

Penmacric acid; Epimers; Pyroglutamate; Lithium enolate; Titanium enolate

Funding

  1. CSIR-UGC, New Delhi, India

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An extremely short formal synthesis of three epimers of penmacric acid is accomplished starting from pyroglutamate in one or two steps. Stereochemical outcome in the reaction of Li and Ti enolates of pyroglutamate with imines is found to be dependent on both chelation and steric factors. (C) 2010 Elsevier Ltd. All rights reserved.

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