915306-69-3Relevant articles and documents
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.