Tetrahedron p. 3111 - 3126 (1983)
Update date:2022-09-26
Topics:
Badet, B.
Julia, M.
Ramirez-Munoz, M.
Sarrazin, C. A.
Sulfonium salts are extremely powerful alkylating agents, particularly in the two-phase technique both solid-liquid and liquid-liquid.Alkylation of carboxylate salts by sulfonium salts does not show very large dependence on ratio of reactivities of various groups attached to the sulfur and mixtures of esters are often obtained.In the presence of copper(I) salts, there is a strong acceleration of the reaction of allylic sulfonium salts and it becomes very selective in favour of the unsaturated residues.Prenyl sulfonium salts, which react very eficiently through the α-position in the absence of copper salts, give exclusively tertiary esters when a catalytic amount of copper bromide is present.
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Doi:10.1016/S0040-4020(01)88666-X
(1983)Doi:10.1021/ja058590u
(2006)Doi:10.1002/anie.200504090
(2006)Doi:10.1016/j.bmc.2006.01.062
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(2012)Doi:10.1021/np0600797
(2006)
