14966-80-4Relevant academic research and scientific papers
A NEW SYNTHETIC METHOD FOR 1-METHOXY-2-ALKANONES FROM 1,2-DIMETHOXYETHENYLLITHIUM AND ORGANOBORANES
Koshino, Junji,Sugawara, Takahiro,Yogo, Toshinobu,Suzuki, Akira
, p. 933 - 934 (1983)
1-Methoxy-2-alkanones are prepared from ate-complexes formed from 1,2-dimethoxyethenyllithium and trialkylboranes by the reaction with BF3*Et2O, followed by basic hydrogen peroxide oxidation.
Diisopropyloxy(η2-cyclopentene)titanium for the diastereoselective synthesis of various 1,2-disubstituted cyclopentanes
Cadoret, Frédéric,Retailleau, Pascal,Six, Yvan
, p. 7749 - 7753 (2007/10/03)
The reaction of 3 equiv of cyclopentylmagnesium chloride with 2 equiv of titanium(IV) isopropoxide at low temperature (-70 to -50 °C) leads to the formation of 1 equiv of diisopropyloxy(η2-cyclopentene)titanium containing low amounts of the starting Grignard reagent. The sequential addition of two electrophiles onto this titanium complex involved as an intermediate in Kulinkovich-type reactions delivers various 1,2-disubstituted cyclopentane rings with generally high diastereoselectivity. Mechanistic considerations and possible extensions of this method are discussed.
