19785-02-5Relevant articles and documents
High pressure nucleophilic fluoride-ion substitution reactions: Formation of fluoroalkylbenzenes
Gerdes, John M.,Keil, Robert N.,Shulgin, Alexander T.,Mathis, Chester A.
, p. 121 - 129 (1996)
A series of 1-phenyl-2-tosyloxy- and 1-phenyl-3-tosyloxyalkanes was synthesized and then subjected to tetrabutylammonium fluoride in THF under 15 kbar (1.5 GPa), 8 kbar or 1 bar pressures. The resultant substitution and elimination reaction product distributions were analyzed. The application of pressure enhanced the progress of the fluoride-ion substitution reactions. The degree of selectivity of the one reaction over the other was found to be a function of tosylate substrate structure and the amount of pressure applied. The exclusive formation of fluoroalkanes from 1-phenyl-2-tosyloxyalkane substrates under 15 kbar pressure demonstrated the potential of the pressure method for prospective use in fluorine-18 radiolabelling applications.
Stereoselective isomerisations of 4-(2′,5′-dimethoxyphenyl)-2,5-dimethyl-1,3-dioxolanes and their 2′-chloro-5′-methoxyphenyl analogues. Temperature-dependent diastereoselective formation of isochromanes
Giles, Robin G. F.,Rickards, Rodney W.,Senanayake, Badra S.
, p. 3361 - 3370 (2007/10/03)
Stereoselective isomerisations of rel-(2R,4S,5R)-4-(2′,5′-dimethoxyphenyl)-2,5-dimethyl-1,3-dioxolane 1 and the 2:1 epimeric mixture of rel-(2S,4R,5R)- and rel-(2R,4R,5R)-4-(2′,5′-dimethoxyphenyl)-2,5-dimethyl-1,3-dioxolanes 2 and 3 with titanium tetrachl
