The addition of hydroxyl compounds to unsaturated carboxylic acids homogeneously catalysed by lanthanide(III)

✍ Scribed by Jurriaan Huskens; Joop A. Peters; Herman van Bekkum

• Publisher: Elsevier Science
• Year: 1993
• Tongue: French
• Weight: 1017 KB
• Volume: 49
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(01)89898-7

✦ Synopsis

Abatraet: La(III) 18 a good catalyst for the add~bon of hydroxyl compounds to unsaturated carboxyhc actds, yteldmg ethqolycarboxylates

The La(M) can be apphed BS the chloride. the alkoxlde, or the ox& In the latter case m ntu convermon to the La(IJl) salt of the unsahlrpted carboxyhc actd u rcqmted Lanthanum alkoxtdes, which annblne the actwatron of the reactants by La(III) with a high bastctty of the solutin. give the highest add:tlon rcsctlon rates 'l%f3 add~ho~, of ethylene glycol to acetyla~ed~arboxylatc yields the dloxolsne 12 upon removal of La(III) C aud 0 NMR prove that the timon of Uus ketakd oxaloacctate pmceeds VI(I two unenncd~ates, namely the monoadduct 10 and the dladduct 11, of which the latkz only exlsts as a La@I&complex 'Ihe addrtron of glycerol to 8 yields a mtxtore of two droxolaoes 15 and 16 m a molar rat10 of about 2 5, whuzh mdicates that the cychsauon IS thezmodytlamlcally umtrolled