Tetrahedron

The biomimetic synthesis of SNF4435C and SNF4435D, and the total synthesis of the polyene metabolites aureothin, N-acetyl-aureothamine and spectinabilin

MF Jacobsen, JE Moses, RM Adlington, JE Baldwin

Index: Jacobsen, Mikkel F.; Moses, John E.; Adlington, Robert M.; Baldwin, Jack E. Tetrahedron, 2006 , vol. 62, # 8 p. 1675 - 1689

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Citation Number: 42

Abstract

Full details of the biomimetic conversion of polyene metabolite spectinabilin () into the isomeric natural products SNF4435C () and SNF4435D () by a cascade of E/Z- isomerizations and electrocyclizations are reported. Additionally, short total syntheses of the related natural products (±)-aureothin (),(±)-N-acetyl-aureothamine () and (±)-spectinabilin () are presented. The key steps in the synthesis of, and are the construction of the ...