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Catalytic Asymmetric Synthesis of 2‐Alkyleneoxetanes through [2+2] Annulation of Allenoates with Trifluoromethyl Ketones
Authors:Qian‐Yi Zhao  Long Huang  Yin Wei  Min Shi
Abstract:The first example of a β‐isocupreidine (β‐ICD)‐catalyzed highly enantioselective [2+2] annulation of allenoates with trifluoromethyl ketones has been disclosed, allowing the synthesis of optically active 2‐alkyleneoxetanes in moderate to good yields along with good to high enantioselectivities and high diastereoselectivities. Further transformations of the cycloadducts have been also disclosed to afford biologically interesting 6‐trifluoromethyl‐5,6‐dihydropyran‐2‐ones and trifluoromethyl β‐keto acids in good yields.
Keywords:allenoates  5,6‐dihydropyran‐2‐ones  enantioselective [2+2]   annulation  β  ‐isocupreidine  β  ‐keto acids  oxetanes  trifluoromethyl ketones
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