High diastereoselective synthesis of spiro-isoxazolonechromans via domino oxa-Michael/1,6-addition reactions of ortho-hydroxyphenylsubstituted para-quinone methides with unsaturated isoxazolones |
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| Authors: | Zaijun Ye Lijuan Bai Yan Bai Zongjie Gan Hui Zhou Tao Pan Yu Yu Jing Zhou |
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| Institution: | School of Pharmaceutical Science, Chongqing Key Laboratory of Biochemistry and Molecular Pharmacology, Chongqing Medical University, Chongqing, 400016, China |
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| Abstract: | A mild Et3N-catalyzed novel domino oxa-Michael/1,6-addition reaction of ortho-hydroxyphenylsubstituted p-QMs and unsaturated isoxazolones is described. Various new spiro-isoxazolonechromans were obtained in good yields (up to 89%) with excellent diastereoselectivities (>99:1 dr). The structure of the new compound 3a was determined by single crystal X-ray analysis. |
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| Keywords: | Spiro-isoxazolonechromans Oxa-michael/1 6-addition Domino reaction Unsaturated isoxazolones |
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