Kulinkovich reaction

The Kulinkovich reaction describes the organic synthesis of cyclopropanols via reaction of esters with dialkyldialkoxytitan reagents, generated in situ from Grignard reagents bearing hydrogen in beta-position and titanium(IV) alkoxides. Reaction was found by Kulinkovich and coworkers in 1989. Titanium reagent could be used catalytically.



Titanium catalyst: ClTi(OiPr)3 or Ti(OiPr)4, ClTi(OtBu)3 or Ti(OtBu)4

Grignard reagents: EtMgX, PrMgX, BuMgX.

Solvents:       Et2O, THF, Toluol.

Tolerated Functional Groups: Ethers R-O-R, R-S-R, Imines RN=CHR.

Amides, primary and secondary amines, carbamates are not stable to the reaction condition