110883-46-0Relevant articles and documents
Synthese Stereoselective de la Girolline
Ahond, Alain,Mourabit, Ali Al,Bedoya-Zurita, Manuel,Heng, Richard,Braga, Raquel Marques,et al.
, p. 4327 - 4346 (2007/10/02)
Desaminogirollines syn 2'S,3'S and 2'R,3'R have been prepared from N1-camphosulfonamide 4-carboxaldehyde imidazole and their diastereomeric derivatives have been separated.The stereoselective synthesis of chiral natural girolline has been achieved from D(-)arabinose : this ose is condensed with formamidine acetate to obtain a 4(5)--imidazole; the side-chain is chlorinated before being aminated via an azido compound and the 2-amino group of girolline is obtained by rhodium catalytic reduction of the 2-diazo derivative.Key Words: girolline synthesis; 2-aminoimidazole; D(-)-arabinose; 4(5)imidazole; rhodium reduction.
PREMIERE SYNTHESE TOTALE DE GIROLLINE
Zurita, Manuel Bedoya,Ahond, Alain,Poupat, Christiane,Potier, Pierre
, p. 6713 - 6720 (2007/10/02)
Isolated from a Sponge, girolline is an 2-amino imidazole derivative with significant antitumoral activity.Its total synthesis is described for the first time in this communication.