1044274-58-9Relevant academic research and scientific papers
Totally selective synthesis of enantiopure (3S,5S)- and (3R,5R)-4-amino-3, 5-dihydroxypiperidines from aminodiepoxides derived from serine
Concellon, Jose M.,Rivero, Ignacio A.,Rodriguez-Solla, Humberto,Concellon, Carmen,Espana, Estibaly,Garcia-Granda, Santiago,Diaz
, p. 6048 - 6051 (2008/12/21)
(Chemical Equation Presented) The transformation of enantiopure (2R,4R)- and (2S,4S)-N,N-dibenzyl-1,2:4,5-diepoxypentan-3-amine, 1 and 2, into the corresponding enantiopure (3S,5S)- and (3R,5R)-3,5-dihydroxy-3-aminopiperidines, 3 and 4 respectively, is described. The opening of the two epoxide rings with a range of amines takes place with total regioselectivity and high yields, in the presence of LiClO4. A mechanism to explain this transformation is proposed.
