title: Synthesis of enantiomerically enriched amino sulfide building blocks from acyclic chiral amino allylsilanes.
abstract: An efficient synthesis of various protected syn-β-sulfenyl amides is described. These are prepared from the corresponding enantiopure amino allylsilanes which are in turn obtained from naturally occurring amino acids. The key step for introduction of the sulfur substituent is a diastereoselective electrophilic sulfodesilylation which is carried out with phthalimidesulfenyl chloride. The resulting homochiral β-phthalimidesulfenyl amines with an allylic sulforated stereogenic center are useful building blocks, as they represent a starting point for subsequent functional manipulations.
authors.affiliation: CNR - Istituto di Chimica dei Composti Organometallici (ICCOM), Via Madonna del Piano 50019 Sesto Fiorentino (FI), Italy. gianna.reginato@iccom.cnr.it
authors.forename: Gianna
authors.initials: G
authors.lastname: Reginato
authors.forename: Bernardo
authors.initials: B
authors.lastname: Pezzati
authors.forename: Andrea
authors.initials: A
authors.lastname: Ienco
authors.forename: Gabriele
authors.initials: G
authors.lastname: Manca
authors.forename: Andrea
authors.initials: A
authors.lastname: Rossin
authors.forename: Alessandro
authors.initials: A
authors.lastname: Mordini