Sigmatropic reaction
Thermal alkyl [1,3] shifts, similar to [1,3] hydride shifts, must proceed antarafacially.  The geometry of the transition state is prohibitive. But an alkyl group, due to the nature of its orbitals, can invert its geometry and form a new bond with the back lobe of its sp3 orbital. This reaction will result a suprafacial shift. These reactions are still not common in open chain systems because of the highly ordered nature of the transition state. So, the reactions work better in cyclic molecules.