108046-33-9Relevant articles and documents
One-pot synthesis of cyclic enecarbamates from lactam carbamates
Yu, Jurong,Truc, Vu,Riebel, Peter,Hierl, Elizabeth,Mudryk, Boguslaw
, p. 4011 - 4013 (2005)
A general, practical and efficient one-pot synthesis of cyclic enecarbamates is described. The protocol proceeds via reduction of lactam carbamate with Super-Hydride, followed by in situ dehydration with trifluoroacetic anhydride (TFAA) and diisopropylethylamine (DIPEA).
?-C(sp2)-H alkylation of enamides using xanthate chemistry
Bertho, Sylvain,Dondasse, Isma?l,Retailleau, Pascal,Nicolas, Cyril,Gillaizeau, Isabelle
, p. 7129 - 7141 (2020)
Access to the ?-amino-?,?-unsaturated acyl scaffold was established by applying xanthate chemistry to enamides. This original ?-C(sp2)-H alkylation is regioselective and exhibits broad substrate scope and good functional group tolerance. The la
Synthesis of β-Diamine Building Blocks by Photocatalytic Hydroamination of Enecarbamates with Amines, Ammonia and N?H Heterocycles
Francis, Daniel,Nelson, Adam,Marsden, Stephen P.
supporting information, p. 14861 - 14865 (2020/10/12)
3-Amino-substituted saturated nitrogen heterocycles are an important subclass of β-diamines, appearing in a number of clinical agents. Herein, we report a unified approach to these products based upon the regioselective photoredox-mediated hydroamination of enecarbamates. The amine coupling partner can encompass diverse amine types under a single set of reaction conditions, including primary alkyl amines, ammonia, aryl and heteroaryl amines, and N?H heterocycles. The method enables the synthesis of a wide range of pharmaceutically relevant building blocks.
Synthesis of 2-azabicyclo[4.1.0]heptanes through stereoselective cyclopropanation reactions
Suarez Del Villar, Irene,Gradillas, Ana,Perez-Castells, Javier
, p. 5850 - 5862 (2011/03/17)
Unsaturated δ-lactams are cyclopropanated with the aid of diazo compound decomposition catalysed by metal complexes. A study of the reaction conditions, stereochemical outcome and group protection is reported. The resulting bicyclic products are related to bioactive compounds. Transformation into thiolactams facilitates the separation of the different isomers obtained and the removal of the protecting group. The cyclopropanation reaction works with diverse diazo compounds. Unsaturated δ-lactams are cyclopropanated with the aid of diazo compound decomposition catalysed by metal complexes. A study of the reaction conditions, stereochemical outcome and group protection isreported. Transformation into thiolactams assists in separation of the different isomers obtained and removal of the protecting group.