1380504-40-4Relevant academic research and scientific papers
Chemoselective palladium-catalyzed α-allylation of α-boryl aldehydes
St. Denis, Jeffrey D.,He, Zhi,Yudin, Andrei K.
supporting information, p. 7900 - 7902 (2013/06/27)
Herein we report the development of an α-allylation reaction of α-boryl aldehydes that preserves the carbon-boron bond under Pd 0/PdII catalysis. A variety of α-boryl aldehydes and allylic alcohols participate in this chemoselective transformation. The α-allylated products were obtained as single regioisomers.
Boroalkyl group migration provides a versatile entry into α-aminoboronic acid derivatives
He, Zhi,Zajdlik, Adam,St. Denis, Jeffrey D.,Assem, Naila,Yudin, Andrei K.
supporting information; experimental part, p. 9926 - 9929 (2012/08/07)
A reaction exemplifying migration of boron-substituted carbon is described. We show that α-boroalkyl groups of transient boroalkyl acyl azide intermediates readily migrate from carbon to nitrogen. This process allows access to a new class of stable molecules, α-boryl isocyanates, from α-borylcarboxylic acid precursors. The methodology facilitates synthesis of a wide range of α-aminoboronic acid derivatives, including α,α-disubstituted analogues.
