An efficient enantiomeric three step synthesis of β-amino acids (esters)

Autor:	M.‐J. Wu, Lendon N. Pridgen, Mohamed K. Mokhallalati
Rok vydání:	1993
Předmět:	chemistry.chemical_classification Chemistry Yield (chemistry) Organic Chemistry Drug Discovery Alcohol products Organic chemistry Lewis acids and bases Enantiomer Biochemistry Amino acid
Zdroj:	Tetrahedron Letters. 34:47-50
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(00)60054-0
Popis:	Ethyl tributylstannylacetate was reacted with (R)-2-aryl or alkyl-1,3-oxazolidines 6 under very specific (ZnCl2/Et2O·BF3, 0.5 equiv each) Lewis Acid catalysed conditions to yield (1R, 1′R)-N-2′-hydroxy-1′-phenylethyl-1-aryl or alkyl-2-carboethoxyethylamine 8 in 91–99% de. The amino alcohol products 8 were converted to aromatic and aliphatic β-amino esters 9, useful precursors to β-lactams.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5ff59bdf6ff9d3e5b0e00ec9edf2aaf8 https://doi.org/10.1016/s0040-4039(00)60054-0 Zobrazit plný text záznamu