93888-06-3Relevant academic research and scientific papers
Titanocene(III) chloride mediated radical-induced opening of monosubstituted epoxy acetates for the synthesis of primary allylic alcohols
Chakraborty,Mandal,Roy
, p. 893 - 901 (2015/08/18)
A simple and efficient method for the synthesis of primary allylic alcohols from monosubstituted epoxy acetates has been developed using titanocene(III) chloride mediated epoxide ring opening via acetate elimination.
2-Alkylidene oxetanes by stereospecific elimination of mesylates
Sabila, Paul S.,Howell, Amy R.
, p. 8353 - 8355 (2008/03/14)
α-Mesyloxyoxetanes undergo stereospecific elimination to 2-alkylidene oxetanes upon treatment with potassium t-butoxide.
Preparation and regioselective SN2′ reaction of novel gem-difluorinated vinyloxiranes with RLi
Ueki, Hisanori,Chiba, Takashi,Yamazaki, Takashi,Kitazume, Tomoya
, p. 7616 - 7627 (2007/10/03)
A series of hitherto unknown 3,4-epoxy-1,1-difluorobutenes were prepared from the readily accessible α,β-epoxy ketones and these compounds were found to undergo regioselective SN2′ reactions with hard RLi nucleophiles occurring at the highly positively charged terminal fluorine-possessing sp2 carbon atom in quite sharp contrast to the cases of the corresponding nonfluorinated vinyloxiranes which only attained a low level of regioselectivity. Addition of HMPA substantially improved the products' olefinic stereoselectivity. Theoretical calculations were used to qualitatively explore the nature of selectivity in these reactions.
