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SmI2-Induced Umpolung of the CN Bond: First Reductive Conjugate Addition of Nitrones to α,β-Unsaturated Esters

✍ Scribed by Géraldine Masson; Pascale Cividino; Sandrine Py; Yannick Vallée


Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
126 KB
Volume
115
Category
Article
ISSN
0044-8249

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o!,P-Epoxy esters were rapidly reduced at room temperature to yield P-hydroxy esters with retention of the configurations at the P-carbon atoms by using Sm12-THF-HMPA system in the presence of N,N-dimethylaminoethanol (DMAE). to the synthesis of vinylogous &'-hydroxy esters. The conditions were succ