187807-19-8Relevant academic research and scientific papers
Synthesis of the tetracyclic ABCD ring systems of madangamines D-F
Diaba, Fa??za,Pujol-Grau, Climent,Mart??nez-Laporta, Agust??n,Fern??ndez, Israel,Bonjoch, Josep
, p. 568 - 571 (2015)
Synthesis of the tetracyclic cores of madangamines D-F was achieved, featuring a reductive radical process from an ethoxycarbonyldichloroacetamide to build the morphan nucleus, a Mitsunobu-type aminocyclization toward the common diazatricyclic intermediate, and ring-closing metathesis reactions for the macrocyclization step leading to the 13- to 15-membered rings.
Chlorine atom transfer radical 6-exo cyclizations of carbamoyldichloroacetate-tethered alkenes, enol acetates and α,β-unsaturated nitriles leading to morphans
Diaba, Faiza,Martinez-Laporta, Agustin,Bonjoch, Josep
, p. 2371 - 2378 (2014/04/17)
The CuI-mediated atom transfer radical cyclization of amino-tethered dichloromalonamides and electron-rich, electron-poor, and nonactivated double bonds is a useful methodology for the synthesis of 2-azabicyclo[3.3.1]nonanes. A study of the rea
Decarbonylative radical cyclization of α-amino selenoesters upon electrophilic alkenes. A general method for the 6-azabicyclo[3.2.1]octane synthesis
Quirante, Josefina,Vila, Xavier,Escolano, Carmen,Bonjoch, Josep
, p. 2323 - 2328 (2007/10/03)
α-Amino selenoester-tethered electronically poor alkenes on treatment with tributyltin hydride or TTMSS undergo intramolecular radical cyclization to provide 6-azabicyclo[3.2.1]octanes through 1-aminomethyl radical intermediates.
A New Method to Generate α-Aminoalkyl Radicals: Treatment of Methyl α-Amino Selenoesters with Hydride Reagents. Synthesis of 6-Azabicyclo[3.2.1]octanes by Radical Cyclization
Quirante, Josefina,Escolano, Carmen,Bonjoch, Josep
, p. 179 - 180 (2007/10/03)
A new method to generate α-aminoalkyl radicals and its application to the synthesis of 6-azabicyclo[3.2.1]octanes is described. α-Amino selenoesters on heating with Bu3SnH or (Me3Si)3SiH undergo decarbonylation of the initially formed acyl radical to give the corresponding α-amino radical which could be trapped intramolecularly with a double bond bearing an electron-withdrawing group.
