Polyalkoxy Nitrones as Chiral Building Blocks in Asymmetric Synthesis

doi:10.3390/40700169

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Molecules 1999, 4(7), 169-179; doi:10.3390/40700169

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Polyalkoxy Nitrones as Chiral Building Blocks in Asymmetric Synthesis

Pedro Merino* and Tomás Tejero

Departamento de Quimica Organica, Universidad de Zaragoza, E-50009 Zaragoza, Aragon, Spain

* Author to whom correspondence should be addressed.

Received: 23 December 1998; in revised form: 20 March 1999 / Accepted: 29 May 1999 / Published: 4 June 1999

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Abstract: 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.

Keywords: Nitrones; hydroxylamines; carbohydrates; aminoacids; aminoaldehydes

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MDPI and ACS Style

Merino, P.; Tejero, T. Polyalkoxy Nitrones as Chiral Building Blocks in Asymmetric Synthesis. Molecules 1999, 4, 169-179.

AMA Style

Merino P., Tejero T. Polyalkoxy Nitrones as Chiral Building Blocks in Asymmetric Synthesis. Molecules. 1999; 4(7):169-179.

Chicago/Turabian Style

Merino, Pedro; Tejero, Tomás. 1999. "Polyalkoxy Nitrones as Chiral Building Blocks in Asymmetric Synthesis." Molecules 4, no. 7: 169-179.

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