Anion-controlled stereoselective synthesis of cyclobutane derivatives by solid-state [2 + 2] cycloaddition reaction of the salts of trans-3-(4-pyridyl) acrylic acid.
Two stereoisomers of cyclobutane derivatives with pyridyl and carboxylic acid functionalities have been stereoselectively synthesized by a solid-state photochemical [2 + 2] cycloaddition reaction in quantitative yields. The head-to-head and head-to-tail parallel orientations of the monomers, required to obtain these two isomers, have been controlled by the anions present in the salts. The photoinert behavior of these salts in solution signifies the importance of the solid-state synthesis of these cyclobutane derivatives.
Kole
Goutam Kumar
GK
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543.
Tan
Geok Kheng
GK
Vittal
Jagadese J
JJ