We will show the various strategies applied to obtain 4,5-dihydroisoxazoles 5-acetyl-substituted in enantiomerically pure form. Moreover it will be reported the condensation reaction between the enantiopure isoxazolines and Schöllkopf reagent enolate (a chiral glycine equivalent), that has occurred with a good diastereoselectivity. Finally the pyrazine ring hydrolysis has provided enantiopure β-Δ2-isoxazolinyl-threonines.
Sintesi stereoselettiva di beta-Δ2-isossazolinil-treonine / G. Cremonesi, P. Dalla Croce, M. Gallanti, C. La Rosa. ((Intervento presentato al 33. convegno Convegno Nazionale della Divisione di Chimica Organica della Società Chimica Italiana tenutosi a San Benedetto del Tronto nel 2010.
Sintesi stereoselettiva di beta-Δ2-isossazolinil-treonine
G. CremonesiPrimo
;P. Dalla CroceSecondo
;M. GallantiPenultimo
;C. La RosaUltimo
2010
Abstract
We will show the various strategies applied to obtain 4,5-dihydroisoxazoles 5-acetyl-substituted in enantiomerically pure form. Moreover it will be reported the condensation reaction between the enantiopure isoxazolines and Schöllkopf reagent enolate (a chiral glycine equivalent), that has occurred with a good diastereoselectivity. Finally the pyrazine ring hydrolysis has provided enantiopure β-Δ2-isoxazolinyl-threonines.
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