N-(9-(9-phenylfluorenyl))homoserine-derived cyclic sulfamidates: novel chiral educts for the synthesis of enantiopure gamma-substituted alpha-amino acids

M Atfani; L Wei; W D Lubell

doi:10.1021/ol016225b

N-(9-(9-phenylfluorenyl))homoserine-derived cyclic sulfamidates: novel chiral educts for the synthesis of enantiopure gamma-substituted alpha-amino acids

Org Lett. 2001 Sep 20;3(19):2965-8. doi: 10.1021/ol016225b.

Authors

M Atfani¹, L Wei, W D Lubell

Affiliation

¹ Département de chimie, Université de Montréal, C. P. 6128, Succursale Centre-ville, Montréal, Québec, Canada H3C 3J7.

PMID: 11554819
DOI: 10.1021/ol016225b

Abstract

(4S)-tert-Butyl 2,2-dioxo-3-PhF-1,2,3-oxathiazainane-4-carboxylate reacted effectively with nitrogen, sulfur, and oxygen nucleophiles to provide enantiopure (>97% ee) gamma-substituted alpha-amino acids. Reaction: see text.