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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 21, 1991 - Issue 18-19
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Original Articles

Stereoselective Syntheses of Bridgehead Hydroxy Compounds via Reductive Cyclization Reactions Promoted by Samarium Diiodide

Yung-Son Hon Institute of Chemistry, Academia Sinica, Nankang, Taipei, Taiwan, 11529, R. O. C.
,
Ling Lu Institute of Chemistry, Academia Sinica, Nankang, Taipei, Taiwan, 11529, R. O. C.
&
Kuan-Po Chu Institute of Chemistry, Academia Sinica, Nankang, Taipei, Taiwan, 11529, R. O. C.
Pages 1981-1988 | Accepted 12 Jun 1991, Published online: 23 Sep 2006
 
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Abstract

Cycloalkanones appended with an α, β-unsaturated carbonyl side chain react with 2.25 equivalents of samarium diiodide to form bicyclic or tricyclic bridgehead hydroxy compounds stereoselectively in moderate yield.

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