Stereoselective synthesis of pyrrolidinyl glycines from nitrones: complementarity of nucleophilic addition and 1,3-dipolar cycloaddition

Tetrahedron Letters

Volumn 47, Issue 29, 2006, Pages 5013-5016

  Merino, Pedro ^a   Pádár, Petra ^a,b   Delso, Ignacio ^a   Thirumalaikumar, Muniappan ^a   Tejero, Tomás ^a   Kovács, Lajos ^b  

^a Instituto de Nanociencia y Materiales de Aragón   (Spain)

^b UNIVERSITY OF SZEGED   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

GLYCINE DERIVATIVE; NITRONE DERIVATIVE; PYRROLIDINE DERIVATIVE;

ADDITION REACTION; ARTICLE; CYCLOADDITION; DRUG SYNTHESIS; ESTERIFICATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY;

EID: 33745058358     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.05.114     Document Type: Article

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25. Quite probably the reaction conditions are too mild for performing the reaction, and other conditions could lack of chemoselectivity with the different ester functionalities present in the molecule. This reduction step should be attempted at a earlier stage (i.e., with compound 13) in order to have some guarantee of success. We are currently studying this possibility and it will be reported in due course.