Tetrahedron

Synthetic study of perophoramidine: construction of pentacyclic core structure via SmI 2-mediated reductive cyclization

T Ishida, Y Takemoto

Index: Ishida, Takayuki; Takemoto, Yoshiji Tetrahedron, 2013 , vol. 69, # 23 p. 4517 - 4523

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Citation Number: 13

Abstract

An intramolecular SmI2-mediated reductive cyclization of carbodiimides and unsaturated lactams was applied to functionalized substrates bearing tetrasubstituted olefins. The reaction afforded arylated spiro-2-iminoindolines in high yield. Although the stereochemistry of the product was different from the desired one, the optimized palladium-catalyzed aryl amidination realized the isomerization and C–N bond formation in a single step and ...