Tetrahedron

Induction asymétrique dans la réaction de Diels-Alder du cyclopentadiène sur des dérivés acryliques de O-méthylèneacétals de l'arabinose et du ribose.

R Nouguier, JL Gras, B Giraud, A Virgili

Index: Nouguier; Gras; Giraud; Virgili Tetrahedron, 1992 , vol. 48, # 30 p. 6245 - 6252

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Citation Number: 15

Abstract

The acrylates of methyl β-D-arabinopyranoside and methyl β-D-ribofuranoside protected respectively as 3, 4-and 2, 3-O-methyleneacétals have been used as chiral templates in the asymmetric Diels-Alder reaction with cyclopentadiene. Sugar moieties are very stable towards Lewis acids and the arabinose derivative is very efficient for asymmetric induction.