An efficient release−capture strategy for the recovery and reuse of enantioselective catalysts in the Henry reaction is described. This strategy is based on the precipitation of an insoluble coordination polymer at the end of each reaction, allowing easy separation from products. The coordination polymer is formed through aggregation of Cu(II) ions with ditopic bisoxazoline-based chiral ligands. Up to 11 catalytic cycles have been conducted keeping good yields and enantioselectivities.

The fatty acid ethyl esters mixture, a fish oil residue obtained after the extraction of omega-3 polyunsaturated fatty esters, has been converted into mixtures of mono-, di-, and triesters of trimethylolpropane by transesterification at 100-140ºC under vacuum with sodium ethoxide as catalyst. This method has shown to be more efficient than the enzymatic transesterification using commercially available lipases. The crude reaction mixture (84% conversion of ethyl esters), enriched in trimethylolpropane triesters (96% selectivity) was characterized and its properties compared with those of the starting ethyl esters mixture and the trimethylolpropane esters obtained from vegetal sources.

Fatty acid esters of 2-ethyl-1-hexanol (EH), 2-hexyl-1-decanol (HD), and isopropanol have been obtained from a mixture of ethyl esters obtained as a fish oil byproduct. Homogeneous base catalysis with alkaline hydroxides and alkoxides has been compared with the use of two commercially available immobilized lipases. The enzymatic methodology is more efficient in the case of the largest alcohol (HD) mainly because of the high stability of the immobilized enzymes upon recovery and reuse. In contrast, the use of a base as a catalyst is highly favorable in the case of isopropanol because of the rather poor activity of the lipases and the low price of the bases. With EH, the activity of lipases is good but the recoverability is not as efficient; hence, basic catalysts are again the most attractive alternative. The mixtures of esters obtained may be useful as hydraulic liquids given their viscosity values.