68419-38-5Relevant articles and documents
Expanded substrate scope and catalyst optimization for the catalytic kinetic resolution of N-heterocycles
Hsieh, Sheng-Ying,Binanzer, Michael,Kreituss, Imants,Bode, Jeffrey W.
supporting information, p. 8892 - 8894 (2012/11/07)
The scope, reactivity, and selectivity of the chiral hydroxamic acid-catalyzed kinetic resolution of chiral amines are improved by a new catalyst structure and a more environmentally friendly reaction protocol. In addition to increasing selectivity across all substrates, these conditions make possible the resolution of N-heterocycles containing lactams or other basic functional groups that can inhibit the catalyst.
Total synthesis of (-)-senepodine G and (-)-cermizine C
Snider, Barry B.,Grabowski, James F.
, p. 1039 - 1042 (2008/02/04)
(Chemical Equation Presented) An efficient, stereospecific synthesis of the alkaloids senepodine G (2) and cermizine C (1) has been completed using the BF3·Et2O-promoted stereospecific addition of Me2CuLi to α,β-unsaturated lactam 6 to provide lactam 3, the addition of MeMgBr followed by HCl to convert 3 to senepodine G (2) (six steps, 40% overall yield), and the stereospecific NaBH4 reduction of 2 to give cermizine C (1) (seven steps, 40% overall yield).
Total synthesis of (-)-stellettamide B and determination of its absolute stereochemistry.
Yamazaki,Dokoshi,Kibayashi
, p. 193 - 196 (2007/10/03)
[figure: see text] The first total synthesis of (-)-stellettamide B has been achieved by a sequence based on amide coupling of the chiral 1-(aminomethyl)-indolizidine fragment, prepared by TiCl4-mediated asymmetric allylation of the tricyclic N-acyl-N,O-a