17890-12-9Relevant academic research and scientific papers
Multifunctional Building Blocks Compatible with Photoredox-Mediated Alkylation for DNA-Encoded Library Synthesis
Badir, Shorouk O.,Sim, Jaehoon,Billings, Katelyn,Csakai, Adam,Zhang, Xuange,Dong, Weizhe,Molander, Gary A.
, p. 1046 - 1051 (2020)
DNA-encoded library (DEL) technology has emerged as a novel interrogation modality for ligand discovery in the pharmaceutical industry. Given the increasing demand for a higher proportion of C(sp3)-hybridized centers in DEL platforms, a photore
Linear Hydroaminoalkylation Products from Alkyl-Substituted Alkenes
Warsitz, Michael,Doye, Sven
supporting information, p. 15121 - 15125 (2020/10/23)
The regioselective conversion of alkyl-substituted alkenes into linear hydroaminoalkylation products represents a strongly desirable synthetic transformation. In particular, such conversions of N-methylamine derivatives are of great scientific interest, because they would give direct access to important amines with unbranched alkyl chains. Herein, we present a new one-pot procedure that includes an initial alkene hydroaminoalkylation with an α-silylated amine substrate and a subsequent protodesilylation reaction that delivers linear hydroaminoalkylation products with high selectivity from simple alkyl-substituted alkenes. For that purpose, new titanium catalysts have been developed, which are able to activate the α-C?H bond of more challenging α-silylated amine substrates. In addition, a direct relationship between the ligand structure of the new catalysts and the obtained regioselectivity is described.
Photochemical Approach for the Preparation of N-Alkyl/Aryl Substituted Fulleropyrrolidines: Photoaddition Reactions of Silyl Group Containing α-Aminonitriles with Fullerene C60
Lim, Suk Hyun,Oh, Jiin,Nahm, Keepyung,Noh, Sunguk,Shim, Jun Ho,Kim, Cheolhee,Kim, Eunae,Cho, Dae Won
, p. 1407 - 1420 (2019/01/30)
The photochemical reactions of C60 with N-(trimethylsilyl)methyl substituted and N-alkyl/aryl substituted α-aminonitriles were explored to evaluate the scope and reaction efficiency depending on the structural nature of amine substrates. The re
Enantioselective conjugate additions of α-amino radicals via cooperative photoredox and Lewis acid catalysis
Ruiz Espelt, Laura,McPherson, Iain S.,Wiensch, Eric M.,Yoon, Tehshik P.
supporting information, p. 2452 - 2455 (2015/03/04)
We report the highly enantioselective addition of photogenerated α-amino radicals to Michael acceptors. This method features a dual-catalyst protocol that combines transition metal photoredox catalysis with chiral Lewis acid catalysis. The combination of these two powerful modes of catalysis provides an effective, general strategy to generate and control the reactivity of photogenerated reactive intermediates.
Design, synthesis, and photodegradation of silicon-containing polyureas
Hwu, Jih Ru,King, Ke Yung
, p. 3805 - 3815 (2007/10/03)
Novel N-phenyl aromatic polyureas containing bis[(N,N′- diphenylureylene)methyl]silane units in the skeleton were designed as a new type of photodegradable polymer. These materials were successfully prepared in 88-93% yields by copolymerization of bis(ani
Lithium N-lithiomethyldithiocarbamates: New N-alkylaminomethyl anion equivalents II. Investigations on the scope of the method: Sterically hindered and aromatic N-methylamines
Ahlbrecht,Schmitt,Kornetzky
, p. 637 - 640 (2007/10/02)
The scope of the methyl deprotonation of secondary methylamines protected as lithiodithiocarbamates has been investigated. Deprotonation is possible with branched N-alkylmethylamines such as the cyclohexyl derivative but failed in the case of N-tert-butylmethylamine. With aromatic methylamines such as N-methylaniline regioselective methyl- as well as ortho-deprotonation is possible depending on the base used.
