摘要:
The invention relates to a process for the diastereoselective preparation of olefins via the Homer-Wadsworth-Emmons reaction, which consists in reacting at low temperature a phosphonate with a carbonyl derivative in the presence of a base in a suitable solvent, characterized in that a tris(polyoxaalkyl)amine sequestering reagent of 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 and R4 may be identical or different, and represent a hydrogen atom or an alkyl radical containing from 1 to 4 carbon atoms; R5 represents a hydrogen atom, an alkyl or cycloalkyl radical containing up to 12 carbon atoms, a phenyl radical or a radical of formula —CμH2μ-Φ, or CmH2m+1-Φ-, with m being an integer between 1 and 12 and Φ being a phenyl radical; is added in an amount that is sufficient to increase the diastereoselectivity of the olefin.
摘要翻译:本发明涉及通过Homer-Wadsworth-Emmons反应非对映选择性制备烯烃的方法,该方法在低温下使膦酸酯与羰基衍生物在碱的存在下在合适的溶剂中反应,其特征在于三 (I)的(多氧烷基)胺螯合试剂:N- [CHR 1 -CH 2,-SO 2 -O-(CHR 3 - (I)其中:n是介于0和...之间的整数,其中,n是0和...之间的整数。 10; R 1,R 2,R 3和R 4可以相同或不同,并且表示氢原子 或含有1至4个碳原子的烷基; R 5表示氢原子,含有至多12个碳原子的烷基或环烷基,苯基或式-CmuH 2 mu-Phi的基团或C m H 2m + 1 -hi-,m是1和12之间的整数,Phi是苯基; 以足以增加烯烃的非对映选择性的量加入。