Enantioselective synthesis of alpha-hydroxy-beta-amino acids from alpha-amino acids mediated by sulfoxides

dc.contributor.author	Salgado, F
dc.contributor.author	Ortiz, B
dc.contributor.author	Diaz, E
dc.contributor.author	Yuste, F
dc.contributor.author	Walls, F
dc.contributor.author	Ruano, JLG
dc.contributor.author	Sánchez-Obregon, R
dc.date.accessioned	2011-01-22T10:26:13Z
dc.date.available	2011-01-22T10:26:13Z
dc.date.issued	2007
dc.identifier.issn	0040-4020
dc.identifier.uri	http://hdl.handle.net/11154/2248
dc.description.abstract	The synthesis of the optically pure (2S, 3S)- and (2R, 3S)-3-amino-2-hydroxybutanoic acids from commercially available ( S)alanine derivatives is reported. The key step of the synthetic sequence is the conversion of gamma-amino sulfoxides into gamma-amino alcohols by treatment with TFAA and sym-collidine. The efficiency of this non-oxidative Pummerer reaction (NOPR) is dependent on the stereochemistry of the starting sulfoxide. (c) 2007 Elsevier Ltd. All rights reserved.	en_US
dc.language.iso	en	en_US
dc.title	Enantioselective synthesis of alpha-hydroxy-beta-amino acids from alpha-amino acids mediated by sulfoxides	en_US
dc.type	Article	en_US
dc.identifier.idprometeo	1008
dc.identifier.doi	10.1016/j.tet.2007.07.072
dc.source.novolpages	63(42):10521-10527
dc.subject.wos	Chemistry, Organic
dc.description.index	WoS: SCI, SSCI o AHCI
dc.relation.journal	Tetrahedron