Tetrahedron

Singlet oxygen in synthesis. Formation of d, l-and meso-isochrysohermidin from a 3, 3′-bipyrrole precursor

…, R Frechette, RW DeSimone, JU Yoo, CM Baldino

Index: Wasserman, Harry H.; Rotello, Vincent M.; Frechette, Roger; DeSimone, Robert W.; Yoo, Ji Uk; Baldino, Carmen M. Tetrahedron, 1997 , vol. 53, # 26 p. 8731 - 8738

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Citation Number: 16

Abstract

A synthesis of the d, l and meso forms of isochrysohermidin 3 is outlined which employs the singlet oxygen oxidation of pyrroles as the key step. The bipyrrole precursor 8 was synthesized from a 3-hydroxy monopyrrole which, in turn, was prepared by addition of methylamine to a vinyl vicinal tricarbonyl.