96013-56-8Relevant articles and documents
Platinum-Catalyzed Desaturation of Lactams, Ketones, and Lactones
Chen, Ming,Rago, Alexander J.,Dong, Guangbin
supporting information, p. 16205 - 16209 (2018/11/23)
The development of a general platinum-catalyzed desaturation of N-protected lactams, ketones, and lactones to their conjugated α,β-unsaturated counterparts is reported. The reaction operates under mildly acidic conditions at room temperature or 50 °C. It is scalable and tolerates a wide range of functional groups. The complementary reactivity to the palladium-catalyzed desaturation is demonstrated in the efficient conversion of iodide, bromide, and sulfur-containing substrates.
Synthesis of functionalized 1-azaspirocyclic cyclopentanones using bronsted acid or N-bromosuccinimide promoted ring expansions
Dake, Gregory R.,Fenster, Michael D. B.,Hurley, Paul B.,Patrick, Brian O.
, p. 5668 - 5675 (2007/10/03)
Azaspirocyclic ring systems are present in a variety of alkaloids. Functionalized 1-azaspirocyclopentanones (6, 7, 11, 12) can be efficiently constructed through semipinacol ring expansion reactions of 2-(1- hydroxycyclobutyl)-p-toluenesulfonylenamides (4
CONJUGATE ADDITION OF ORGANOCOPPER REAGENTS TO N-TOSYLATED α, β-UNSATURATED AMIDES
Nagashima, Hideo,Ozaki, Nobuyasu,Washiyama, Masayoshi,Itoh, Kenji
, p. 657 - 660 (2007/10/02)
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.