
Tetrahedron Letters p. 657 - 660 (1985)
Update date:2022-09-26
Topics:
Nagashima, Hideo
Ozaki, Nobuyasu
Washiyama, Masayoshi
Itoh, Kenji
N-Tosylated α, β-unsaturated amides and lactams undergo facile conjugate addition with R2CuLi 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.
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