Variously substituted 2-azetidinones 3 and 4 were reacted with sodium borohydride in aqueous isopropanol giving 3-aminopropan-1,2-dioles 5 and 7. Reaction extent was dependent upon the substitution pattern in the 3- and 4-positions of the 2-azetidinone ring and revealed good correlation with carbonyl LUMO energies of starting 3. (c) 2006 Elsevier Ltd. All rights reserved.
Reductive ring opening of 2-azetidinones promoted by sodium borohydride / P. DEL BUTTERO, G. MOLTENI, M. RONCORONI. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 47:13(2006), pp. 2209-2211.
Reductive ring opening of 2-azetidinones promoted by sodium borohydride
P. DEL BUTTERO;G. MOLTENI;
2006
Abstract
Variously substituted 2-azetidinones 3 and 4 were reacted with sodium borohydride in aqueous isopropanol giving 3-aminopropan-1,2-dioles 5 and 7. Reaction extent was dependent upon the substitution pattern in the 3- and 4-positions of the 2-azetidinone ring and revealed good correlation with carbonyl LUMO energies of starting 3. (c) 2006 Elsevier Ltd. All rights reserved.
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