366013-95-8Relevant academic research and scientific papers
Chiral β- and γ-aminoalcohols derived from (+)-camphor and (-)-fenchone as catalysts for the enantioselective addition of diethylzinc to benzaldehyde
Dimitrov, Vladimir,Dobrikov, Georgi,Genov, Miroslav
, p. 1323 - 1329 (2007/10/03)
The addition of Me3SiCN and LiCH2CN to (+)-camphor and (-)-fenchone, respectively, followed by reduction leads to chiral β- and γ-aminoalcohols. The enantioselectivities realized using these aminoalcohols as ligands in the addition of Et2Zn to benzaldehyde were lower than those obtained using the corresponding δ-aminoalcohols.
Oxazaphosphorinane precursors to the diastereoselective synthesis of DNA phosphorothioates
Marsault, Eric,Just, George
, p. 16945 - 16958 (2007/10/03)
New chiral oxazaphosphorinanes were synthesized as potential precursors to chiral phosphite triesters. Oxazaphosphorinanes 10 and 14 derived from cholesterol and camphor respectively were obtained as stable compounds. They led to rearrangement products in the acidic conditions required for coupling. Then, oxazaphosphorinane 22 derived from D-xylose was synthesized, and led to the diastereoselective synthesis of a T-T phosphorothioate dimer in a 28.5:1 (Rp)/(Sp) ratio.
