Reaction Details

Kulinkovich Reaction; Kulinkovich-de Meijere ReactionKulinkovich-Szymoniak Reaction

Formation of a substituted cyclopropanol by the reaction of an ester with a Grignard reagent in the presence of titanium tetraisopropoxide. Alternately, a cyclopropanol product can be generated from a modification involving a terminal alkene:

Kulinkovich Reaction; Kulinkovich-de Meijere ReactionKulinkovich-Szymoniak Reaction

Mechanistic studies: Y.-D. Wu, Z.-X. Yu, J. Am. Chem. Soc.123, 5777 (2001)10.1021/ja010114q11403612. Ligand exchange modifications involving terminal alkenes: J. C. Lee et al., Tetrahedron Lett.42, 2059 (2001)10.1016/S0040-4039(01)00145-9. Comprehensive review: O. G. Kulinkovich, A. de Meijere, Chem. Rev.100, 2789-2834 (2000)10.1021/cr980046z11749306.

The reaction of an amide under Kulinkovich conditions to yield a cyclopropyl amine is known as the Kulinkovich-de Meijere Reaction. Preparation of a primary cyclopropylamine is known as the Kulinkovich-Szymoniak Reaction:

Kulinkovich Reaction; Kulinkovich-de Meijere ReactionKulinkovich-Szymoniak Reaction

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