140112-01-2Relevant academic research and scientific papers
An efficient procedure for the synthesis of 2-N-Boc-amino-3,5-diols
Dias, Luiz C.,Fattori, Juliana,Perez, Carla C.,de Oliveira, Vanda M.,Aguilar, Andrea M.
, p. 5891 - 5903 (2008/12/22)
We wish to describe here the diastereoselective reaction between chiral N-Boc-α-amino aldehydes with both achiral allyltrichlorostannanes leading to 1,2-syn-N-Boc-α-amino alcohols, which are easily converted to the corresponding 4-N-Boc-amino-3-hydroxy ketones after treatment with catalytic amounts of OsO4 in the presence of NaIO4. After reduction of the carbonyl function, these 4-N-Boc-amino-3-hydroxy ketones were converted to 1-deoxy-5-hydroxy sphingosine analogues.
Mechanism of the double aldol reaction: The first spectroscopic characterization of a carbon-bound boron enolate derived from carboxylic esters
Abiko, Atsushi,Inoue, Tadashi,Masamune, Satoru
, p. 10759 - 10764 (2007/10/03)
The novel doubly borylated enolate is identified as an intermediate of the double aldol reaction of acetate esters. As a precursor to the formation of the doubly borylated enolate, carbon-bound boron enolates of carboxylic esters are spectroscopically cha
