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Title: | High stereocontrol in the allylation of chiral non-racemic α-alkoxy and α-amino nitrones |
Authors: | Merino, Pedro CSIC ORCID; Delso, J. Ignacio; Mannucci, Vanni; Tejero, Tomás CSIC ORCID | Issue Date: | May-2006 | Publisher: | Elsevier | Citation: | Tetrahedron Letters 47(19): 3311-3314 (2006) | Abstract: | The stereocontrolled addition of allylic metals to chiral non-racemic nitrones promoted by the addition of Lewis acids is described. Whereas for α-alkoxy nitrones the stereocontrol depends on the Lewis acid used as an activator, for α-amino nitrones the diastereofacial course of the reaction depends on the protection of the α-amino group. The successful implementation of the methodology is represented by the enantiodivergent synthesis of d- and l-allylglycine. | Description: | 4 pages, 3 schemes, 1 table.-- Dedicated to the memory of Professor Marcial Moreno-Mañas. | Publisher version (URL): | http://dx.doi.org/10.1016/j.tetlet.2006.03.004 | URI: | http://hdl.handle.net/10261/19566 | DOI: | 10.1016/j.tetlet.2006.03.004 | ISSN: | 0040-4039 |
Appears in Collections: | (ICMA) Artículos |
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