Tetrahedron letters

Conjugate addition of organocopper reagents to n-tosylated α, β-unsaturated amides

H Nagashima, N Ozaki, M Washiyama

文献索引：Nagashima, Hideo; Ozaki, Nobuyasu; Washiyama, Masayoshi; Itoh, Kenji Tetrahedron Letters, 1985 , vol. 26, # 5 p. 657 - 660

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被引用次数: 63

摘要

Abstract N-Tosylated α, β-unsaturated amides and lactams undergo facile conjugate addition with R 2 CuLi or RMgX/CuI (cat.). Stereoselective synthesis of trans-β, γ-dialkyl-γ- lactams can be achieved by this procedure. The resulting N-tosylamide moiety is further transformed to alcohol and several carbonyl compounds by way of reduction or nucleophillic displacement.