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Samarium(II) Iodide-Mediated Intramolecular Conjugate Additions of α,β-Unsaturated Lactones

✍ Scribed by Molander, Gary A.; St. Jean, David J.

Book ID
124052911
Publisher
American Chemical Society
Year
2002
Tongue
English
Weight
86 KB
Volume
67
Category
Article
ISSN
0022-3263

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Deoxygenative debromination of a-bromo-b-hydroxy (acetoxy) phenyl sulfones with samarium(II) iodide led to substituted a,b-unsaturated sulfones in good to excellent yields. The E-isomer is the major product. A possible mechanism via an a-sulfonyl radical pathway is proposed.

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