Tetrahedron p. 14869 - 14884 (1998)
Update date:2022-08-02
Topics:
Cerezo, Silvia
Cortes, Jordi
Moreno-Manas, Marcial
Pleixats, Roser
Roglans, Anna
Arenesulfonamides, sulfamide, and cyanamide are efficiently allylated using allylic carbonates under Pd(0)-catalysis. N-Arenesulfonyl-2,5- dihydropyrroles are obtained by ruthenium-mediated ring closing metathesis of the corresponding N-diallylated compounds. A stereochemical study of the reactions of ethyl cis-(5-methyl-2-cyclohexenyl) carbonate with 2,4,6- triisopropylphenylsulfonamide was performed, clean overall retention of configuration being found with bidentate phosphines.
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