248924-39-2Relevant academic research and scientific papers
Amine-catalyzed addition of azide ion to α,β-unsaturated carbonyl compounds
Guerin, David J.,Horstmann, Thomas E.,Miller, Scott J.
, p. 1107 - 1109 (1999)
(matrix presented) A new protocol for the β-azidation of α,β-unsaturated carbonyl compounds is described. The method employs tertiary amines as catalysts for azide addition. The azide source is a 1:1 mixture of TMSN3 and AcOH. Tertiary amines, either in solution or bound to a solid support, are efficient catalysts for the reaction.
Directed γ-C(sp3)-H Alkylation of Carboxylic Acid Derivatives through Visible Light Photoredox Catalysis
Chen, Dian-Feng,Chu, John C. K.,Rovis, Tomislav
supporting information, p. 14897 - 14900 (2017/10/31)
Visible light photoredox catalysis enables direct γ- C(sp3)-H alkylation of saturated aliphatic carbonyl compounds. Electron-deficient alkenes are used as the coupling partners in this reaction. Distinguished site selectivity is controlled by the predominant 1,5-hydrogen atom transfer of an amidyl radical generated in situ.
Succinct synthesis of β-amino acids via chiral isoxazolines
Fuller, Amelia A.,Chen, Bin,Minter, Aaron R.,Mapp, Anna K.
, p. 5376 - 5383 (2007/10/03)
β-Amino acids are important synthetic targets due to their presence in a wide variety of natural products, pharmaceutical agents, and mimics of protein structural motifs. While β-amino acids containing geminal substitution patterns have enormous potential for application in these contexts, synthetic challenges to the stereoselective preparation of this class of compound have thus far limited more complete studies. We present here a straightforward method employing chiral isoxazolines as key intermediates to access five different β-amino acid structural types with excellent selectivity. Of particular note is the use of this approach to prepare highly substituted cis-β-proline analogues. The ready access to these diversely substituted compounds is expected to facilitate future studies of the structure and function of this important class of molecules.
PYRIDYLPYRROLE DERIVATIVES ACTIVE AS KINASE INHIBITORS
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Page/Page column 25, (2010/02/10)
Pyridylpyrrole derivatives of formula (I) and pharmaceutically acceptable salts thereof, as defined in the specification, and pharmaceutical compositions comprising them are disclosed; the compounds of the invention may be useful, in therapy, in the treat
2-CYANOPYRROLES AND THEIR ANALOGUES AS DDP-IV INHIBITORS
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Page/Page column 34, (2010/02/08)
The present invention relates to therapeutically active and selective inhibitors of the enzyme DPP-IV having the formula I: (I) The invention furthermore relates to pharmaceutical compositions comprising the compounds and the use of such compounds for the manufacture of medicaments for treating diseases that are associated with proteins which are subject to inactivation by DPP-IV, such as type 2 diabetes and obesity.
A concise approach to structurally diverse β-amino acids
Minter, Aaron R.,Fuller, Amelia A.,Mapp, Anna K.
, p. 6846 - 6847 (2007/10/03)
We have demonstrated that the high yields and selectivities of 1,3-dipolar cycloadditions can be translated into facile stereoselective syntheses of a diverse array of β-amino acids, key components of bioactive natural products, β-lactams, and peptidomimetics. Simply by selecting different combinations of three readily available starting materials (an oxime, a chiral allylic alcohol, and a nucleophile), we used the reaction sequence to prepare four different β-amino acid structural types with a variety of substitution patterns in good overall yield. Of particular note is the use of this approach to prepare highly substituted β-amino acids not readily accessible by previously reported methodologies. This will pave the way for future studies of the structure and function of this important class of molecules. Copyright
