Copper‐Catalyzed One‐Pot Denitrogenative–Dehydrogenative–Decarboxylative Coupling of β‐Ketoacids with Trifluorodiazoethane: Facile Access to Trifluoromethylated Aldol Products |
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Authors: | Dr Heng‐Ying Xiong Zhen‐Yan Yang Zhen Chen Jun‐Liang Zeng Dr Jing Nie Prof Jun‐An Ma |
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Institution: | Department of Chemistry, Key Laboratory of Systems Bioengineering (the Ministry of Education), Tianjin University and Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin University, Tianjin 300072 (P. R. of China), Fax: (+86)?22‐2740‐3475 |
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Abstract: | A novel copper‐catalyzed one‐pot cross‐coupling of β‐ketoacids with in situ generated trifluorodiazoethane has been developed. This reaction provides a direct and efficient method, in which one C?C bond and one C?O bond were formed in a carbenoid center with concomitant denitrogenation–dehydrogenation–decarboxylation, to afford trifluoromethylated aldol products. In several preliminary experiments, good to high enantioselectivities were also obtained. |
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Keywords: | 2 2 2‐trifluorodiazoethane decarboxylation dehydrogenation cross‐coupling reaction enantioselectivity β ‐ketoacids |
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