79069-54-8Relevant articles and documents
Probing α-Amino Aldehydes as Weakly Acidic Pronucleophiles: Direct Access to Quaternary α-Amino Aldehydes by an Enantioselective Michael Addition Catalyzed by Br?nsted Bases
García-Urricelqui, Ane,de Cózar, Abel,Mielgo, Antonia,Palomo, Claudio
, p. 2483 - 2492 (2020/12/25)
The high tendency of α-amino aldehydes to undergo 1,2-additions and their relatively low stability under basic conditions have largely prevented their use as pronucleophiles in the realm of asymmetric catalysis, particularly for the production of quaternary α-amino aldehydes. Herein, it is demonstrated that the chemistry of α-amino aldehydes may be expanded beyond these limits by documenting the first direct α-alkylation of α-branched α-amino aldehydes with nitroolefins. The reaction produces densely functionalized products bearing up to two, quaternary and tertiary, vicinal stereocenters with high diastereo- and enantioselectivity. DFT modeling leads to the proposal that intramolecular hydrogen bonding between the NH group and the carbonyl oxygen atom in the starting α-amino aldehyde is key for reaction stereocontrol.
Effects of the Backbone and Chemical Linker on the Molecular Conductance of Nucleic Acid Duplexes
Beall, Edward,Ulku, Selma,Liu, Chaoren,Wierzbinski, Emil,Zhang, Yuqi,Bae, Yookyung,Zhang, Peng,Achim, Catalina,Beratan, David N.,Waldeck, David H.
, p. 6726 - 6735 (2017/05/29)
Scanning tunneling microscope break junction measurements are used to examine how the molecular conductance of nucleic acids depends on the composition of their backbone and the linker group to the electrodes. Molecular conductances of 10 base pair long h
A mild multistep conversion of n-protected α-amino acids into N-protected β3-amino acids utilizing the Nef reaction
Sleebs, Brad E.,Nguyen, Nghi H.,Hughes, Andrew B.
, p. 747 - 751 (2013/05/08)
Current methods of homologation of α-amino acids to β-amino acids have limitations. To overcome these shortfalls the Nef reaction has been utilized in the multistep synthesis of β3-amino acids from α-amino acids. In this approach, N-protected a
