In this communication we report the synthesis of new enantiopure norbornane-derived 4-spiro-beta-lactams, with high yield and moderate to good stereoselectivity, starting from homochiral cyclic ketenes, generated by differently encumbered norbornane-derivative carboxylic acids. We rationalize the different outcome of diastereomeric ratios taking into account the influence of the substituents of the norbornane skeleton.
Stereoselective Synthesis of Norbornane-derived 4-Spiro-beta-lactams / 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.
Stereoselective Synthesis of Norbornane-derived 4-Spiro-beta-lactams
G. CremonesiPrimo
;P. Dalla CroceSecondo
;M. GallantiPenultimo
;C. La RosaUltimo
2010
Abstract
In this communication we report the synthesis of new enantiopure norbornane-derived 4-spiro-beta-lactams, with high yield and moderate to good stereoselectivity, starting from homochiral cyclic ketenes, generated by differently encumbered norbornane-derivative carboxylic acids. We rationalize the different outcome of diastereomeric ratios taking into account the influence of the substituents of the norbornane skeleton.
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