Science and Technology Production
Article
Authorship
Ariel M. Sarotti
;
SPANEVELLO, ROLANDO ANGEL
;
Alejandra G. Suárez
Date
2004
Publishing House and Editing Place
Elsevier
Magazine
TETRAHEDRON LETTERS,
vol. 45
(pp. 8203-8206)
Elsevier
Summary
Information provided by the agent in
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.
Key Words
CHIRAL AUXILIARIESLEVOGLUCOSENONECYCLOADDITIONDIELS-ALDER