1888-91-1Relevant articles and documents
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Yasnitskii et al.
, (1979)
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Ring Expansion of Thiolactams via Imide Intermediates: An Amino Acid Insertion Strategy
Shang, Jing,Thombare, Varsha J.,Charron, Carlie L.,Wille, Uta,Hutton, Craig A.
, p. 1620 - 1625 (2020/12/23)
The AgI-promoted reaction of thiolactams with N-Boc amino acids yields an N-(α-aminoacyl) lactam that can rearrange through an acyl transfer process. Boc-deprotection results in convergence to the ring-expanded adduct, thereby facilitating an overall insertion of an amino acid into the thioamide bond to generate medium-sized heterocycles. Application to the site-specific insertion of amino acids into cyclic peptides is demonstrated.
Toward Transition Metal-Catalyzed Carbonylation of Methanol without HI as Copromoter: Catalytic Exocyclic Carbonylation of Cycloimino Esters
Xu, Hongyu,Jia, Li
, p. 3955 - 3957 (2007/10/03)
(Formula presented). Initial studies of a rare exocyclic C-O bond carbonylation are reported. Under the catalysis of Co2(CO) 8 in the absence of HI as the copromoter, cycloimino esters are carbonylated to afford N-acyllactams in high yields under relatively mild conditions (100-160°C and 200-1000 psi). The reaction is interesting because it opens up the possibility of carbonylation of alcohols in the absence of HI.
