216569-16-3

Upstream product

• 14231-57-3 (R)-N-benzyl-2-phenylglycinol 
• 216569-13-0 (2R)-2-(N-Benzylnitrosoamino)-2-phenylethanol 
• 216569-14-1 (2R)-2-(N-Benzylhydrazino)-2-phenylethanol 
• 216569-15-2 (5R)-4-Benzyl-5-phenyl[1,3,4]oxadiazinan-2-one 

Downstream Products

• 216569-12-9 (R)-4-Phenyl-tetrahydro-pyridazino[1,2-c][1,3,4]oxadiazine-1,6-dione 
• 226970-74-7 (4R,6R,7S,8R)-1-Oxo-4,6-diphenyltetrahydropyrazolo[1,2-c][1,3,4]oxadiazine-7,8-dicarboxylic acid dimethyl ester 
• 298213-92-0 (4R,6S,7S,8R)-1-Oxo-4-phenyl-6-propyltetrahydropyrazolo[1,2-c][1,3,4]oxadiazine-7,8-dicarboxylic acid dimethyl ester 
• 298213-97-5 (1R,3S,7R)-7-Phenyl-1,3-dipropyldihydro-2,5-dioxa-3a,7a-diazainden-4-one 
• 497868-49-2 1,3-diphenethyl-7-phenyldihydro-2,5-dioxa-3a,7a-diazainden-4-one 
• 695197-04-7 (R)-4-Oxo-7-phenyl-dihydro-2,5-dioxa-3a,7a-diaza-indene-1,3-dicarboxylic acid diethyl ester 

Relevant academic research and scientific papers

Diastereoselective cycloadditions of chiral non-racemic azomethine imines

(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.

Preparation and diastereoselective functionalization of a new chiral non racemic bicyclic hydrazinolactam

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.