The inosose derivative 3 was obtained with high stereoselectivity by intramolecular aldol condensation of the aldohexos-5-ulose derivative 2, and it was selectively reduced and debenzylated to give epi-inositol in high yield. The stereochemistry and the preferred conformations of compounds 3–7 were determined through 1D and 2D NMR experiments.

A new highly stereoselective synthesis of epi-inositol from D-galactose

CATELANI, GIORGIO;D'ANDREA, FELICIA;
2000

Abstract

The inosose derivative 3 was obtained with high stereoselectivity by intramolecular aldol condensation of the aldohexos-5-ulose derivative 2, and it was selectively reduced and debenzylated to give epi-inositol in high yield. The stereochemistry and the preferred conformations of compounds 3–7 were determined through 1D and 2D NMR experiments.
Pistarà, V; BARILI P., L; Catelani, Giorgio; Corsaro, A; D'Andrea, Felicia; Fisichella, S.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/205027
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