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Synlett 1995; 1995(7): 737-738
DOI: 10.1055/s-1995-5073
DOI: 10.1055/s-1995-5073
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Regio- and Stereocontrolled Iodocyclocarbamation of N-Carbamoyl-2,4-Dienylamine derivatives
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Publication History
Publication Date:
31 December 2000 (online)
Mild iodo-catalyzed cyclocarbamations of N-benzyl-N-carbomethoxy-1-substituted-2,4-pentadienylamines were developed. The reactions proceed regio- and stereoselectively, giving rise to 4,5-trans-oxazolidin-2-ones bearing (E)-propenyl iodide at the C5 position as major products.
iodocyclocarbamation - 1,4-functionalization of 1,3-diene - N-Carbamoyl-1-substituted-2,4-Dienylamine - trans-oxazolidinone - β-hydroxy-ℇ-iodo-homoallylamine