Concise synthesis of protected (2S,4R)-4-hydroxyornithine

TitleConcise synthesis of protected (2S,4R)-4-hydroxyornithine
Publication TypeJournal Article
Year of Publication2008
AuthorsPandey, SKumar, Pandey, M, Kumar, P
JournalTetrahedron Letters
Volume49
Issue20
Pagination3297-3299
Date PublishedMAY
Type of ArticleArticle
ISSN0040-4039
KeywordsEpoxide, Grignard reaction, hydroxyornithine, Jacobsen's HKR, Natural product
Abstract

A short synthesis of the nonproteinogenic amino acid, (2S,4R)-4-hydroxyornithine is described. Starting from racemic benzyl glycidol, the scaffold of the target compound was constructed in high enantio- and diastereoselectivity using Jacobsen's hydrolytic kinetic resolution (HKR) and regioselective opening of an epoxide as key steps. (c) 2008 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2008.03.076
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.347

Divison category: 
Organic Chemistry