Tetrahedron letters

Pyrrole-singlet oxygen reactions leading to α, α′-bipyrroles. Synthesis of prodigiosin and analogs

HH Wasserman, AK Petersen, M Xia, J Wang

Index: Wasserman, Harry H.; Petersen, Anders K.; Xia, Mingde; Wang, Jianji Tetrahedron Letters, 1999 , vol. 40, # 43 p. 7587 - 7589

Full Text: HTML

Citation Number: 42

Abstract

Reaction of the tert-butyl ester of 3-methoxy-2-pyrrolecarboxylic acid with singlet oxygen yields a hydroperoxide intermediate which undergoes coupling with pyrroles to yield precursors of prodigiosin and ring A analogs, readily convertible to the corresponding tripyrromethenes.