Pyridylthioesters anchored to a modified poly(ethylene glycol) of Mw 5000 Da have been prepared in high yields. The thioesters were employed as a convenient starting materials for the liquid-phase synthesis of various enantiomerically pure amides. This new methodology allowed to perform simultaneously the reaction with the poly(ethylene glycol)-supported reagent and the traceless removal of the final product from the polymer support in a single step. The products were obtained in high yield and purity.
PEG-Supported Pyridylthioesters for Racemization-Free Amide Synthesis: a Reagent That Allows Simultaneous Product Formation and Removal From The Polymer / M. Benaglia, S. Guizzetti, C. Rigamonti, A. Puglisi. - In: TETRAHEDRON. - ISSN 0040-4020. - 61:51(2005), pp. 12100-12106.
PEG-Supported Pyridylthioesters for Racemization-Free Amide Synthesis: a Reagent That Allows Simultaneous Product Formation and Removal From The Polymer
M. BenagliaPrimo
;S. GuizzettiSecondo
;C. RigamontiPenultimo
;A. PuglisiUltimo
2005
Abstract
Pyridylthioesters anchored to a modified poly(ethylene glycol) of Mw 5000 Da have been prepared in high yields. The thioesters were employed as a convenient starting materials for the liquid-phase synthesis of various enantiomerically pure amides. This new methodology allowed to perform simultaneously the reaction with the poly(ethylene glycol)-supported reagent and the traceless removal of the final product from the polymer support in a single step. The products were obtained in high yield and purity.
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