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Total Synthesis of (+)-Isoschizandrin Utilizing a Samarium(II) Iodide-Promoted 8-Endo Ketyl−Olefin Cyclization

✍ Scribed by Molander, Gary A.; George, Kelly M.; Monovich, Lauren G.


Book ID
124052913
Publisher
American Chemical Society
Year
2003
Tongue
English
Weight
206 KB
Volume
68
Category
Article
ISSN
0022-3263

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Coronafacic acid has been synthesized from a hydrindanone prepared by a 6-endo-trig mode cyclization reaction of the enone-aldehyde with samarium(II) iodide. The stereochemistry of the hydrindanone was controlled by the coordinated samarium species resulting in cis in respect of the hydroxyl group a