1-(Triethoxysilyl)buta-1,3-dienes-New Building Blocks for Stereoselective Synthesis of Unsymmetrical (E, E)-1,4-Disubstituted 1,3-dienes

Justyna Szudkowska-Frątczak; Mariusz Taczała; Piotr Pawluć

doi:10.3390/ma8115378

1-(Triethoxysilyl)buta-1,3-dienes-New Building Blocks for Stereoselective Synthesis of Unsymmetrical (E, E)-1,4-Disubstituted 1,3-dienes

Materials (Basel). 2015 Oct 28;8(11):7250-7256. doi: 10.3390/ma8115378.

Authors

Justyna Szudkowska-Frątczak¹, Mariusz Taczała², Piotr Pawluć³

Affiliations

¹ Center for Advanced Technologies, Adam Mickiewicz University, Umultowska 89c, Poznan 61-614, Poland. j.sz@amu.edu.pl.
² Center for Advanced Technologies, Adam Mickiewicz University, Umultowska 89c, Poznan 61-614, Poland. mariusztaczala@gmail.com.
³ Center for Advanced Technologies, Adam Mickiewicz University, Umultowska 89c, Poznan 61-614, Poland. piotrpaw@amu.edu.pl.

Abstract

A convenient methodology for the highly stereoselective synthesis of unsymmetrical (1E,3E)-1,4-disubstituted 1,3-dienes based on palladium-catalyzed Hiyama cross-coupling reaction of 1-(triethoxysilyl)-substituted buta-1,3-dienes with aryl iodides is reported.

Keywords: C–C bond formation; Hiyama cross-coupling; buta-1,3-dienes; organosilicon dienes; palladium catalyst.