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Chiral guanidine catalyzed Michael addition reaction and Diels-Alder reaction of anthrone and N-methylmaleimide
Authors:PENG  Bin CHENG  Ke-Jun MA  Da-Wei
Institution:PENG,Bin CHENG,Ke-Jun MA,Da-Wei Department of Chemistry,Fudan University,Shanghai 200433,ChinaState Key Laboratory of Bioorganic and Natural Products Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,354 Fenglin Lu,Shanghai 200032,China
Abstract:Two chiral guanidines were evaluated as catalysts for the reaction of anthrone (1) with N‐methylmaleimide (2). When guanidine 5 was used, the Michael adduct 4 was isolated as a major product. The best enantioselectivity (70% ee) was obtained when the reaction was carried out in THF at ‐20°C.
Keywords:Chiral catalysts  guanidine  cycloaddition  michael addition
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