915306-61-5Relevant articles and documents
Endo-benzonorbornen-2-ol as an efficient non-natural chiral auxiliary in the asymmetric aza-Diels-Alder reactions between cyclopentadiene and (1-phenylethyl)iminoacetates
Sousa, Carlos A.D.,Maestro, Miguel A.,Garcia-Mera, Xerardo,Rodrguez-Borges, Jos E.
, p. 57768 - 57772 (2015/01/09)
Exo-2-azabicyclo[2.2.1]hept-5-enes were obtained by cycloaddition reactions between cyclopentadiene and protonated (S)- and (R)-1-phenylethylimines of (1R,endo)-benzonorbornen-2-yl glyoxylate. The non-natural (1R,endo)-benzonorbornen-2-ol proved to be an
Stereoselective synthesis of polyhydroxylated pyrrolidines: a route to novel 3,5-bis(hydroxymethyl)pyrrolidines from 2-azabicyclo[2.2.1]hept-5-enes
Alves, M. José,García-Mera, Xerardo,Vale, M. Luisa C.,Santos, Teresa P.,Aguiar, Fábio R.,Rodríguez-Borges, José E.
, p. 7595 - 7597 (2007/10/03)
An efficient preparation of racemic and chiral 2-functionalized-3,5-bis(hydroxymethyl)pyrrolidines is described. The method uses 2-azabicyclo[2.2.1]hept-5-enes, readily obtained from glyoxylates of aliphatic amines and cyclopentadiene, as starting material. The hydroxylation of the double bond followed by the oxidative cleavage of the six-membered ring and in situ reduction of the dialdehyde intermediate gives the title pyrrolidines.