216569-13-0Relevant articles and documents
Preparation and diastereoselective functionalization of a new chiral non racemic bicyclic hydrazinolactam
Roussi, Fanny,Bonin, Martine,Chiaroni, Angele,Micouin, Laurent,Riche, Claude,Husson, Henri-Philippe
, p. 8081 - 8084 (1998)
Starting with R-(-)-phenylglycinol, the synthesis of a new bicyclic hydrazinolactam 3 was realized on a multigram scale. The reaction scope of the corresponding enolate with various electrophiles has been studied. Good to excellent diastereoselectivities were obtained.
Diastereoselective cycloadditions of chiral non-racemic azomethine imines
Roussi, Fanny,Chauveau, Ariane,Bonin, Martine,Micouin, Laurent,Husson, Henri-Philippe
, p. 1170 - 1179 (2007/10/03)
(5R)-5-Phenyl[1,3,4]oxadiazinan-2-one (6) is an easily available building block and acts as a chiral non-racemic precursor for azomethine imines. The ylid can be formed regioselectively with various aldehydes and reacts in an efficient manner with a wide range of dipolarophiles. The regio- and diastereoselectivity of the cycloadditions have been fully investigated and can lead, in the best cases, to the creation of three contiguous asymmetric centers in a single step, with complete control of relative and absolute configurations.