Reactions of CF 3-substituted boranes with α-diazocarbonyl compounds

…, VV Levin, AD Dilman, MI Struchkova, PA Belyakov…

Index: Elkin, Pavel K.; Levin, Vitalij V.; Dilman, Alexander D.; Struchkova, Marina I.; Belyakov, Pavel A.; Arkhipov, Dmitry E.; Korlyukov, Alexander A.; Tartakovsky, Vladimir A. Tetrahedron Letters, 2011 , vol. 52, # 41 p. 5259 - 5263

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Citation Number: 14

Abstract

Boranes substituted with a CF3-group can be generated from methyl boronic esters RB (OMe) 2 and Me3SiCF3/KF followed by treatment with Me3SiCl. These boranes are stable only in coordinating solvents, and due to the increased Lewis acidity of boron, react rapidly with α-diazocarbonyl compounds to give the products of transfer of the organic group from boron. Alkyl, aryl, vinyl, and alkynyl boronic esters can be used in this reaction.