791074-29-8

Upstream product

• 611-71-2 (R)-Mandelic Acid 
• 51019-43-3 (R)-(-)-O-acetylmandelic acid 
• 56613-80-0 D-2-phenylglycinol 
• 74364-75-3 (R)-2-acetoxy-2-phenylacetic acid ethyl ester 
• 49845-69-4 (R)-O-acetylmandeloyl chloride 

Downstream Products

• 791074-35-6 (R)-(phenyl)[(4R)-4-phenyl-4,5-dihydrooxazol-2-yl]methyl acetate 

Relevant academic research and scientific papers

Convenient synthesis of a new class of chiral hydroxymethyl-dihydrooxazole ligands and their application in asymmetric addition of diethylzinc to aromatic aldehydes

A number of chiral hydroxymethyl-substituted dihydrooxazoles were synthesized from D- or L-mandelic acid and amino alcohols. The chiral ligands thus obtained were tested as catalyst in the asymmetric addition of diethylzinc to aromatic aldehydes, and the

New chiral ligands derived from mandelic acid: Synthesis and application in the asymmetric phenyl transfer reaction to an aromatic aldehyde

Starting from inexpensive enantiopure (R)- and (S)-mandelic acid, a range of α-hydroxy-2-oxazolines has been prepared. The synthesis involves the condensation of the acid chloride with a vicinal amino alcohol, followed by intramolecular cyclization to form the oxazoline ring. The resulting compounds have been used as ligands in the asymmetric phenyl transfer reaction to 4-chlorobenzaldehyde, employing a mixture of triphenylborane and diethylzinc as the phenyl source. Good yields (up to 76%) and moderate enantioselectivities (up to 35%) have been achieved.