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[摘要]：Nucleophilic trifluoromethylation of alpha-imino ketones 2, derived from arylglyoxal. with Ruppert-Prakash reagent (CF3SiMe3) offers a convenient access to the corresponding O-silylated beta-imino-alpha-(trifluoromethyl) alcohols. In a 'one-pot' procedure, by treatment with NaBH4, these products smoothly undergo reduction and desilylation yielding the expected beta-amino-alpha-(trifluoromethyl) alcohols 4. The latter were used as starting materials for the synthesis of diverse trifluoromethylated heterocycles, including aziridines 5, 1,3-oxazolidines 8, 1,3-oxazolidin-2-ones 9, 1,3,2-oxazaphospholidine 2-oxides 10, 1,2,3-oxathiazolidine 2-oxides 11, and morpholine-2,3-diones 12. An optically active 5-(trifluoromethyl)-substituted 1,3-oxazolidin-2-one 9g was also obtained. |
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