Lewis Acid Catalyzed Intramolecular Allylic Substitution of Bis(trichloroacetimidates): A Versatile Approach to Racemic Unsaturated Amino Acids

European Journal of Organic Chemistry 2011
Liene Grigorjeva, Aigars Jirgensons

Lewis acid catalyzed cyclization of trichloroacetimidates derived from 1,4-butenediols and 1,5-butenediols was achieved to give 4-vinyl oxazolines and 4-vinyloxazines in good to excellent yields. The cyclization products were transformed to protected unsaturated α- and β-amino acids, thus demonstrating the novel approach to access these important classes of compounds.

Keywords
bis(trichloroacetimidates
DOI
10.1002/ejoc.201100060
Hyperlink
http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201100060/abstract

Grigorjeva, L., Jirgensons, A. Lewis Acid Catalyzed Intramolecular Allylic Substitution of Bis(trichloroacetimidates): A Versatile Approach to Racemic Unsaturated Amino Acids. European Journal of Organic Chemistry, 2011, Vol. 2011, No. 13, pp.2421-2425. ISSN 1434-193X. e-ISSN 1099-0690. Available from: doi:10.1002/ejoc.201100060

Publication language
English (en)