Intramolecular, Reductive Cyclization of β-Ketoisothiocyanates Promoted by Using Samarium Diiodide.

ChemInform ◽  
2006 ◽  
Vol 37 (12) ◽  
Author(s):  
Min Seok Cho ◽  
In Sang Lee ◽  
Sung Ho Kang ◽  
Yong Hae Kim
Keyword(s):  
Reductive Cyclization ◽  
Samarium Diiodide

7-Siloxy-Substituted Hexahydronaphthalene Derivatives: Samarium Diiodide Promoted Synthesis and Typical Reactions

Synthesis ◽  
2020 ◽  
Vol 52 (18) ◽  
pp. 2721-2730
Author(s):  
Hans-Ulrich Reissig ◽  
André Niermann
Keyword(s):  
Reductive Cyclization ◽  
Samarium Diiodide ◽  
Double Bonds ◽  
Enol Ether ◽  
Silyl Enol Ether ◽  
Aryl Ketones

The samarium diiodide promoted reductive cyclization of a series of γ-aryl ketones with acetoxy, alkoxy, and siloxy groups in ortho-, meta-, and para-positions was investigated. Only precursors with p-acetoxy, p-tert-butoxy, or p-siloxy substituents furnished decent yields of the desired 7-oxy-1,2,3,4,6,8a-hexahydronaphthalene derivatives. The products were formed without contamination with the regio­isomeric bicyclic products containing conjugated double bonds. Typical reactions exploiting the silyl enol ether moiety of the 7-(tert-butyl­dimethylsiloxy)-1,2,3,4,6,8a-hexahydronaphthalene derivative were performed, allowing stereoselective access to highly substituted hexahydro­-, octahydro-, or decahydronaphthalene derivatives.

ChemInform Abstract: Synthesis of 2-Iminoindolines via Samarium Diiodide Mediated Reductive Cyclization of Carbodiimides.

ChemInform ◽  
2012 ◽  
Vol 43 (25) ◽  
pp. no-no
Author(s):  
Takayuki Ishida ◽  
Chihiro Tsukano ◽  
Yoshiji Takemoto
Keyword(s):  
Reductive Cyclization ◽  
Samarium Diiodide
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