Journal
TETRAHEDRON LETTERS
Volume 49, Issue 45, Pages 6393-6397Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.08.105
Keywords
Samarium(II) iodide; Reductive cyclization; Dieckmann condensation; gamma-Lactones; Decalin
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Funding
- Ministry of Education, Culture, Sports and Technology, Japan [20590018]
- Grants-in-Aid for Scientific Research [20590018] Funding Source: KAKEN
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Cascade reaction involving reductive cyclization, Dieckmann condensation, and lactonization of E- and Z-dimethyl 2-methyl-8-oxoundec-2-enedioates and Z-dimethyl 2-methyl-7-oxodec-2-enedioate with samarium(II) iodide was found to stereospecifically produce cis and trans bicyclo[4.4.0]decane (decalin) ring systems and trans bicyclo[4.3.0]nonan (perhydroindane) ring system each consisting of gamma-lactone, respectively. (C) 2008 Elsevier Ltd. All rights reserved.
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