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Open Access item Cyclobutane serine amino acid derivatives as 5-hydroxyproline precursors

Authors:Pérez-Fernández, Marta
Avenoza, Alberto
Busto, Jesús H.
Peregrina, Jesús M.
Rodríguez, Fernando
Keywords:5-Hydroxyproline, Cyclobutane derivatives, Michael addition, Wittig reaction
Issue Date:10-Jun-2009
Citation:ARKIVOC - Online Journal of Organic Chemistry 191-2002 (2009)
Abstract:The synthesis of the 5-hydroxyproline derivatives 3a and 3b using cyclobutane serine analogs 1 and 2 as starting materials is reported. This process occurs with moderate cis/trans selectivity. A mechanism for this reaction is also proposed. Cyclobutane serine analog 1 was tested in tandem Michael and Wittig-like reactions, providing some evidence of the mechanism proposed.
Description:This article is dedicated to Professor Benito Alcaide on the occasion of his 60 th birthday
Publisher version (URL):http://www.arkat-usa.org/arkivoc-journal/browse-arkivoc/2010/3/
URI:http://hdl.handle.net/10261/47868
ISSN:1551-7004
E-ISSNmetadata.dc.identifier.doi = DOI:1551-7012
Appears in Collections:(ICVV) Artículos

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