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Title: 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
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
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ISSN: 1551-7004
Citation: ARKIVOC - Online Journal of Organic Chemistry 191-2002 (2009)
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