DIASTEREOSELECTIVE METHOD OF PREPARING OLEFINS BY MEANS OF THE HORNER-WADSWORTH-EMMONS REACTION, COMPRISING THE ADDITION OF A TRIS-(POLYOXAALKYL)-AMINE SEQUESTERING AGENT

摘要

The invention relates to a diastereoselective method of preparing olefins by means of the Horner-Wadsworth-Emmons reaction consisting in reacting a phosphonate on a carbonyl derivative in the presence of a base in an appropriate solvent and at a low temperature. The invention is characterised in that it comprises the addition of a tris-(polyoxaalkyl)-amine sequestering agent in a sufficient quantity to increase the diastereoselectivity of the olefin, said agent having formula (I): N-[CHR1-CHR2-O-(CHR3-CHR4-O)n-R5]3 (I), wherein: n is an integer between 0 and 10; R1, R2, R3, R4 can be identical or different and represent a hydrogen atom or an alkyl radical having between 1 and 4 carbon atoms; and R5 represents a hydrogen atom, an alkyl radical or a cycloalkyl having up to 12 carbon atoms, a phenyl radical or a radical with formula -CmH2m-F or CmH2m+1-F, m being an integer between 1 and 12 and F being a phenyl radical.