Definitions for Kulinkovich reaction
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The organic synthesis of cyclopropanols via reaction of esters with dialkyldialkoxytitanium reagents, generated in situ from Grignard reagents bearing hydrogen in beta-position and titanium(IV) alkoxides such as titanium isopropoxide.
The Kulinkovich reaction describes the organic synthesis of cyclopropanols via reaction of esters with dialkyldialkoxytitanium reagents, generated in situ from Grignard reagents bearing hydrogen in beta-position and titanium alkoxides such as titanium isopropoxide. This reaction was discovered by Kulinkovich and coworkers in 1989. The titanium reagent can be used catalytically. Titanium catalysts are ClTi(OiPr)3 or Ti(OiPr)4, ClTi(OtBu)3 or Ti(OtBu)4, Grignard reagents are EtMgX, PrMgX or BuMgX. Solvents can be 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 An asymmetric version of this reaction is also known with a TADDOL-based catalyst.
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"Kulinkovich reaction." Definitions.net. STANDS4 LLC, 2014. Web. 18 Dec. 2014. <http://www.definitions.net/definition/Kulinkovich reaction>.