848927-70-8Relevant articles and documents
Synthetic evaluation of an enantiopure tetrahydropyridine N-oxide. Synthesis of (+)-febrifugine
Ashoorzadeh, Amir,Archibald, Glenn,Caprio, Vittorio
experimental part, p. 4671 - 4680 (2009/10/09)
A study into the synthesis and synthetic utility of (S)-3-benzyloxy-3,4,5,6-tetrahydropyridine N-oxide is described. This nitrone is readily accessed from l-glutamic acid and the regio- and stereoselectivity of cycloaddition of this compound with a range
A convergent enantioselective synthesis of the anti-malarial agent (+)-febrifugine
Ashoorzadeh, Amir,Caprio, Vittorio
, p. 346 - 348 (2007/10/03)
Chiral pool derived 3-benzyloxy-3,4,5,6-tetrahydropyridine N-oxide underwent regio- and diastereoselective 1,3-dipolar cycloaddition with N-allylquinazolone to give a cycloadduct that was elaborated to (+)-febrifugine a potent anti-malarial alkaloid.