Glycolate alkylation reactions of (S)-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one auxiliary has been optimised with high yields and diastereoselectivity on substituted benzyl and allyl bromides. The standardised reaction condition was employed for the stereoselective synthesis of EEHP and EMHP intermediates of PPAR agonists. (C) 2016 Elsevier Ltd. All rights reserved.
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Swiss Fed Inst Technol, Dept Biosyst Sci & Engn D BSSE, CH-4058 Basel, SwitzerlandPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Bechtold, Matthias
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Brenna, Elisabetta
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Brenna, Elisabetta
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Femmer, Christian
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Swiss Fed Inst Technol, Dept Biosyst Sci & Engn D BSSE, CH-4058 Basel, SwitzerlandPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Femmer, Christian
;
Gatti, Francesco G.
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Gatti, Francesco G.
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Panke, Sven
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Swiss Fed Inst Technol, Dept Biosyst Sci & Engn D BSSE, CH-4058 Basel, SwitzerlandPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Panke, Sven
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Parmeggiani, Fabio
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Parmeggiani, Fabio
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Sacchetti, Alessandro
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Brenna, Elisabetta
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Fuganti, Claudio
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Fuganti, Claudio
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Gatti, Francesco G.
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Gatti, Francesco G.
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Parmeggiani, Fabio
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Brenna, Elisabetta
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Fuganti, Claudio
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Fuganti, Claudio
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Gatti, Francesco G.
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Gatti, Francesco G.
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Parmeggiani, Fabio
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
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Swiss Fed Inst Technol, Dept Biosyst Sci & Engn D BSSE, CH-4058 Basel, SwitzerlandPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Bechtold, Matthias
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Brenna, Elisabetta
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Brenna, Elisabetta
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Femmer, Christian
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Swiss Fed Inst Technol, Dept Biosyst Sci & Engn D BSSE, CH-4058 Basel, SwitzerlandPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Femmer, Christian
;
Gatti, Francesco G.
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Gatti, Francesco G.
;
Panke, Sven
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Swiss Fed Inst Technol, Dept Biosyst Sci & Engn D BSSE, CH-4058 Basel, SwitzerlandPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Panke, Sven
;
Parmeggiani, Fabio
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Parmeggiani, Fabio
;
Sacchetti, Alessandro
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Brenna, Elisabetta
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Fuganti, Claudio
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Fuganti, Claudio
;
Gatti, Francesco G.
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Gatti, Francesco G.
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Parmeggiani, Fabio
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Brenna, Elisabetta
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Fuganti, Claudio
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Fuganti, Claudio
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Gatti, Francesco G.
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy
Gatti, Francesco G.
;
Parmeggiani, Fabio
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Politecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, ItalyPolitecn Milan, Dipartimento Chim Mat & Ingn Chim G Natta, I-20131 Milan, Italy