Polyalkoxy Nitrones as Chiral Building Blocks in Asymmetric Synthesis

Optically active nitrones derived from both aldoses and dialdoses add metallated heterocycles in a stereocontrolled way depending on the nature of the Lewis acid used as a precomplexing agent of the nitrone. Further elaborations of the resulting hydroxylamines lead to the development of new syntheti...

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Bibliographic Details
Main Authors: Tomás Tejero, Pedro Merino
Format: Article
Language:English
Published: MDPI AG 1999-06-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/4/7/169/
Description
Summary:Optically active nitrones derived from both aldoses and dialdoses add metallated heterocycles in a stereocontrolled way depending on the nature of the Lewis acid used as a precomplexing agent of the nitrone. Further elaborations of the resulting hydroxylamines lead to the development of new synthetic methodologies for the preparation of polyalkoxy α-amino aldehydes and α-amino acids. These compounds can be used as key advanced intermediates in the synthesis of a wide range of natural products and derivatives including amino sugars, aza sugars, and complex nucleosides.
ISSN:1420-3049