The doubly diastereoselective conjugate addition of the antipodes of lithium N-benzyl-N-(alpha-methylbenzyl)amide to a range of enantiopure N-enoyl oxazolidin-2-ones has been used as a mechanistic probe to determine that the reactive conformation is the anti-s-cis form. The beta-amino carbonyl products resulting from these conjugate addition reactions are useful templates for further elaboration into an alpha,beta,alpha-pseudotripeptide. (C) 2010 Elsevier Ltd. All rights reserved.

Doubly diastereoselective conjugate addition of enantiopure lithium amides to enantiopure N-enoyl oxazolidin-2-ones: a mechanistic probe / Stephen G., Davies; M. A., Fletcher; Gesine J., Hermann; Poce, Giovanna; Paul M., Roberts; Andrew D., Smith; Miles J., Sweet; James E., Thomson. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 21:13-14(2010), pp. 1635-1648. [10.1016/j.tetasy.2010.03.033]

Doubly diastereoselective conjugate addition of enantiopure lithium amides to enantiopure N-enoyl oxazolidin-2-ones: a mechanistic probe

POCE, Giovanna;
2010

Abstract

The doubly diastereoselective conjugate addition of the antipodes of lithium N-benzyl-N-(alpha-methylbenzyl)amide to a range of enantiopure N-enoyl oxazolidin-2-ones has been used as a mechanistic probe to determine that the reactive conformation is the anti-s-cis form. The beta-amino carbonyl products resulting from these conjugate addition reactions are useful templates for further elaboration into an alpha,beta,alpha-pseudotripeptide. (C) 2010 Elsevier Ltd. All rights reserved.
2010
01 Pubblicazione su rivista::01a Articolo in rivista
Doubly diastereoselective conjugate addition of enantiopure lithium amides to enantiopure N-enoyl oxazolidin-2-ones: a mechanistic probe / Stephen G., Davies; M. A., Fletcher; Gesine J., Hermann; Poce, Giovanna; Paul M., Roberts; Andrew D., Smith; Miles J., Sweet; James E., Thomson. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 21:13-14(2010), pp. 1635-1648. [10.1016/j.tetasy.2010.03.033]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/341213
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