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Title: Synthetic study of perophoramidine: construction of pentacyclic core structure via SmI2-mediated reductive cyclization
Authors: Ishida, Takayuki
Takemoto, Yoshiji  kyouindb  KAKEN_id
Author's alias: 竹本, 佳司
Keywords: Natural product
Alkaloid
Samarium diiodide
Palladium catalysis
Amidine
Issue Date: Jun-2013
Publisher: Elsevier Ltd.
Journal title: Tetrahedron
Volume: 69
Issue: 23
Start page: 4517
End page: 4523
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 resulted in efficient construction of pentacyclic core of perophoramidine synthetically equivalent to the Rainier's intermediate.
Rights: © 2013 Elsevier Ltd.
This is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。
URI: http://hdl.handle.net/2433/174063
DOI(Published Version): 10.1016/j.tet.2013.04.039
Appears in Collections:Journal Articles

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