222624-10-4Relevant academic research and scientific papers
Palladium(II)-catalyzed intramolecular hydroamination of 1,3-dienes to give homoallylic amines
Pierson, Justin M.,Ingalls, Erica L.,Vo, Richard D.,Michael, Forrest E.
supporting information, p. 13311 - 13313 (2014/01/06)
A pincer for high selectivity: A mild palladium-catalyzed hydroamination of protected amino-1,3-dienes is possible. This highly regioselective reaction employs a tridentate PNP pincer ligand and leads to cyclic and homoallylic protected amines in high yields. Substrates with a wide array of amine protecting groups and diene substitution patterns were cyclized to form five- and six-membered heterocycles. PG=protecting group.
Synthesis of 7-azabicyclo[2.2.1]heptanes by anionic cyclization
Coldham, Iain,Fernandez, Joan-Carles,Snowden, David J.
, p. 1819 - 1822 (2007/10/03)
Cyclizations of α-amino-organolithiums, derived by tin-lithium exchange, which proceed via a stereoselective two-electron process and totally regiospecific 5-exo-trig ring closure, have been extended to the preparation of the 7-azabicyclo[2.2.1]heptane ring system. Cyclization occurs from either the cis or the trans isomer of 5-allyl-2-tri-n-butylstannyl-N- benzylpyrrolidine to give only the exo product as a single diastereomer in isolated yields up to 83%.
