Producción CyT
A novel design of a levoglucosenone derived chiral auxiliary

Artículo

Autoría
Ariel M. Sarotti ; SPANEVELLO, ROLANDO ANGEL ; Alejandra G. Suárez
Fecha
2004
Editorial y Lugar de Edición
Elsevier
Revista
TETRAHEDRON LETTERS, vol. 45 (pp. 8203-8206) Elsevier
Resumen Información suministrada por el agente en SIGEVA
A two-step general approach to a new chiral auxiliary starting from levoglucosenone is reported. The compound is obtained by a [4+2] cycloaddition reaction with anthracene followed by a diastereoselective reduction of the C-2 keto function in high overall yield. The auxiliary has been used as chiral template in an asymmetric Diels–Alder reaction of the corresponding acrylic ester derivative with cyclopentadiene and shown to be efficient for asymmetric induction.
Palabras Clave
CHIRAL AUXILIARIESLEVOGLUCOSENONECYCLOADDITIONDIELS-ALDER