REGIO AND STEREOSELECTIVE HYDROXYLATION OF A-AGAROFURAN BY BIOTRANSFORMATION OF RHIZOPUS NIGRICANS

Alarcon, Julio; Alderete, Joel B; ÁGUILA, SERGIO; PETER, MARTIN G

Abstract

A new synthesis of 9a-hydroxy-a-agarofuran (6a) is described, using a microbiological hydroxylation a-agarofuran (5) as the key reaction. The stereochemistry of the biohydroxylation was determined on the basis of a NOESY-experiment and GIAO calculations at the B3LYP/cc-pVDZ level. A strong g-effect was observed at C15 of the agarofuran ring which was correctly predicted by the GIAO-B3LYP calculations

Más información

Título según SCIELO: REGIO AND STEREOSELECTIVE HYDROXYLATION OF A-AGAROFURAN BY BIOTRANSFORMATION OF RHIZOPUS NIGRICANS
Título de la Revista: Journal of the Chilean Chemical Society
Volumen: 50
Número: 4
Editorial: SOC CHILENA QUIMICA
Fecha de publicación: 2005
Página de inicio: 715
Página final: 718
Idioma: en
URL: http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072005000400012&lng=en&nrm=iso&tlng=en
DOI:

10.4067/S0717-97072005000400012

Notas: SCIELO