Tetrahedron letters

Regioselective pyrrole synthesis from asymmetric β-diketone and conversion to sterically hindered porphyrin

H Fujii, T Yoshimura, H Kamada

Index: Fujii, Hiroshi; Yoshimura, Tetsuhiko; Kamada, Hitoshi Tetrahedron Letters, 1997 , vol. 38, # 8 p. 1427 - 1430

Full Text: HTML

Citation Number: 12

Abstract

The condensation of asymmetric β-diketones with α-oximinoacetoacetate esters affords pyrroles regioselectively. The mechanism of the regioselectivity is studied using 13C-NMR spectroscopy. Pyrrole having a neopentyl group at the 4-position is synthesized by the method, and further converted to a steric hindered porphyrin in good yield.