<i>Z</i>-Selective Synthesis of Trisubstituted Alkenes by the HWE Reaction Using Modified Still-Gennari Type Reagents.

ABSTRACT: Application of new reagents in the Z-selective synthesis of trisubstituted alkenes via modified Horner-Wadsworth-Emmons carbonyl olefination is presented. The reagents tested are ethyl bis(1,1,1,3,3,3-hexafluoroisopropyl)phosphonoalkanoates, structurally similar to Still-Gennari type reagents. A set of various trisubstituted Z-alkenes was obtained in very high or quantitative yields with excellent Z-selectivity. Remarkably, the procedure was very successful for the synthesis of Z-2-aryl-substituted cinnamic acid esters, maintaining exclusive Z-selectivity even at an increased temperature.

SUBMITTER: Janicki I 

PROVIDER: S-EPMC12038840 | biostudies-literature | 2025 Apr

REPOSITORIES: biostudies-literature