161008-95-3

Upstream product

• 1826-67-1 vinyl magnesium bromide 
• 74879-43-9 (R)-N-benzylidene-2-hydroxy-1-phenylethylamine 
• 56613-80-0 D-2-phenylglycinol 
• 153924-63-1 β-[(phenylmethylene)amino]-[R-(E)-]-benzeneethanol 
• 249920-08-9 2,4-diphenyl-1,3-oxazolidine 

Downstream Products

• 870138-32-2 (2R,4R)-2,4-diphenyl-3-[(R)-1-phenylallyl]oxazolidine 
• 154777-23-8 (2R,5R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,5-bisphenylpyrrolidine 
• 161008-96-4 (R)-4-Phenyl-3-((R)-1-phenyl-allyl)-oxazolidin-2-one 

Relevant academic research and scientific papers

Access to optically pure nitrogen heterocycles based on hydrozirconation of unsaturated secondary amines

Optically active N-heterocycles with four-, five-, or six-membered rings can be prepared from unsaturated secondary amines, by using a one-pot hydrozirconation/iodination sequence as the key step. The presented method allows the preparation of 2-substituted pyrrolidines enantiomeric to those previously obtained from N-allyloxazolidines. The two approaches use the same reagents (allyl bromide and aldehydes) and the same (R)-2-phenyl-glycinol as the chiral inductor. Georg Thieme Verlag Stuttgart.

Stereoselective synthesis of pyrrolidines from N-allyl oxazolidines via hydrozirconation-cyclization

(Chemical Equation Presented) A new diastereoselective synthesis of pyrrolidines from readily available chiral N-allyl oxazolidines is presented. The construction of the pyrrolidine ring is achieved via a tandem hydrozirconation-stereoselective Lewis acid

A stereoselective concise synthesis of C2- and meso-aminodiols from (R)-phenylglycinol

Oxazolidines derived from (R)-phenylglycinol can undergo diastereoselective vinyl- and aryl addition to give, after oxidative cleavage, meso- and C2-diethanol amines.