Diastereoselective cycloadditions of a soluble polymer-supported substituted allyl alcohol derived from Baylis-Hillman reaction with nitrile oxides |
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| Authors: | Yongjia Shang Zhijun Feng Lili Yuan Shaowu Wang |
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| Institution: | Anhui Key Laboratory of Functional Molecular Solids, College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000, PR China |
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| Abstract: | A diastereoselective cycloaddition of a soluble polymer-supported Baylis-Hillman adduct with nitrile oxides is described. The reaction has shown to proceed with moderate diastereoselectivity, favoring the syn isomer of the resulting 3,5-substituted isoxazolines. The stereochemistry of the products has been assigned using 1H NMR studies. The structure of one of the diastereomers has been determined by single-crystal X-ray crystallographic analysis. |
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