Catalytic preparation of cyclic carboxylic esters

C - Chemistry – Metallurgy – 07 – D

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C07D 307/32 (2006.01) C07D 307/77 (2006.01) C07D 307/88 (2006.01) C07D 309/30 (2006.01)

Patent

CA 2602237

Preparation of cyclic esters by hydrogenation of a carbonyl group in at least one anhydride radical -C(O)-O-C(O)- of a cyclic dicarboxylic or polycarboxylic anhydride by means of hydrogen in the presence of a homogeneous noble metal catalyst, characterized in that the hydrogenation is carried out in a homogeneous reaction mixture using an iridium catalyst. The cyclic esters are obtained in good chemical and optical yields when prochiral anhydrides are used together with chiral iridium catalysts.

L'invention porte sur la préparation d'esters cycliques par hydrogénation d'un groupe carbonyle d'au moins un radical d'anhydride -C(O)-O-C(O)- d'un anhydride dicarboxylique ou polycarboxylique, par de l'hydrogène en présence d'un catalyseur homogène de métal noble, l'hydrogénation se faisant dans un mélange réactif homogène au moyen d'un catalyseur d'iridium. Les esters cycliques s'obtiennent avec de bons rendements chimiques et optiques lorsqu'on utilise des anhydrides prochiraux avec des catalyseurs chiraux d'iridium.

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