Lewis acid-catalyzed reactions copper® sulfate

The catalytic asymmetric aldol reaction has been applied to the LASC system, which uses copper bis(-dodecyl sulfate) (4b) instead of CufOTf. 1261 An example is shown in Eq. 6. In this case, a Bronsted add, such as lauric add, is necessary to obtain a good yield and enantioseledivity. This example is the first one involving Lewis acid-catalyzed asymmetric aldol reactions in water without using organic solvents. Although the yield and the selectivity are still not yet optimized, it should be noted that this appredable enantioselectivity has been attained at ambient temperature in water. 

It has been found that the combination of Lewis acids and surfactants is particularly effective for catalyzing Diels-Alder reactions in water. The effect of micelles of SDS, CTAB, dodecyl heptaoxyethy-lene ether (Q2E7), and copper and zinc didodecyl sulfate [M(DSb] on the Diels-Alder reaction of 3-(p-substituted phenyl)- l-(2-pyridyl)-2-propen-l-ones (Figure 12.1) with cyclopentadiene was studied. 

Thioacetals eliminate to vinylsulfides in the presence of CuOTf (Scheme 46).192 Cu1 and Cu11 triflates are mild Lewis acids for Friedel-Crafts acylation and alkylation reactions. CuOTf effectively catalyzes the reaction of anisole with selenoesters.193,194 Copper(II) sulfate promotes epoxide ring opening reactions in the presence of pyridine,195 with retention of configuration being observed. Cu(OTf)2 is a catalyst for the ring opening of aziridine by aniline.196... 

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