Ready conversion of sugar derived 5,6-dihydro-2-pyrones into 3-acyloxy- and 3-acylamido-2-pyrones

5-Acyloxy-5-acyloxymethyl-5,6-dihydro-2-pyrone derivatives (1a, b and 3b and 5-acyloxy-6-methyl-5,6-dihydro-2-pyrone (3a), obtained by acylation of 2-amino-2-deoxy-D-gluconic acid or L-rhamono- and D-glucono-1,5-lactones, react with tin(IV) chloride to give 3-acylamido- and 3-acyloxy-6-acyloxymethyl...

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Detalles Bibliográficos
Autor principal: Nin, A.
Otros Autores: Varela, O., De Lederkremer, R.M
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 1991
Acceso en línea:Registro en Scopus
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Registro en la Biblioteca Digital
Aporte de:Registro referencial: Solicitar el recurso aquí
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100 1 |a Nin, A. 
245 1 0 |a Ready conversion of sugar derived 5,6-dihydro-2-pyrones into 3-acyloxy- and 3-acylamido-2-pyrones 
260 |c 1991 
506 |2 openaire  |e Política editorial 
520 3 |a 5-Acyloxy-5-acyloxymethyl-5,6-dihydro-2-pyrone derivatives (1a, b and 3b and 5-acyloxy-6-methyl-5,6-dihydro-2-pyrone (3a), obtained by acylation of 2-amino-2-deoxy-D-gluconic acid or L-rhamono- and D-glucono-1,5-lactones, react with tin(IV) chloride to give 3-acylamido- and 3-acyloxy-6-acyloxymethyl-2-pyrones (2a,b and 4b, respectively) and 3-benzoyloxy-6-methyl-2-pyrone (4a), in excellent yield. On prolonged reaction time (5 h), the pyrone 4b underwent substitution of the allylic benzoate by chlorine to afford the corresponding 6-chloromethyl derivative 4c.  |l eng 
593 |a Departamento de Quimica Organica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellon II, 1428 Buenos Aires, Argentina 
690 1 0 |a PYRAN DERIVATIVE 
690 1 0 |a ARTICLE 
690 1 0 |a NUCLEAR MAGNETIC RESONANCE 
690 1 0 |a SYNTHESIS 
700 1 |a Varela, O. 
700 1 |a De Lederkremer, R.M. 
773 0 |d 1991  |h pp. 73-74  |k n. 1  |p SYNTHESIS  |x 00397881  |w (AR-BaUEN)CENRE-27  |t Synthesis 
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