Regio- and stereoselectivity of the formation of 1,3-oxazolidines in the reaction of l-ephedrine with phenylglyoxal. Unexpected rearrangement of 2-benzoyl-3,4-dimethyl-5-phenyl-1,3-oxazolidine to 4,5-dimethyl-3,6-diphenylmorpholin-2-one.

Felix Polyak,Tatiana Dorofeeva,Gunars Zelchans,Gennady Shustov

Regio- and stereoselectivity of the formation of 1,3-oxazolidines in the reaction of l-ephedrine with phenylglyoxal. Unexpected rearrangement of 2-benzoyl-3,4-dimethyl-5-phenyl-1,3-oxazolidine to 4,5-dimethyl-3,6-diphenylmorpholin-2-one.

1996

Felix Polyak
Tatiana Dorofeeva
Gunars Zelchans
Gennady Shustov

Abstract Optically active 2-benzoyl-3,4-dimethyl-5-phenyl-1,3-oxazolidines, obtained by the reaction of l-ephedrine with phenylglyoxal, after keeping without solvent undergo a spontaneous stereospecific rearrangement to 4,5-dimethyl-3,6-diphenylmorpholin-2-one.

Keywords:

Stereospecificity
Solvent
L-Ephedrine
Phenylglyoxal
Oxazolidine
Chemistry
Organic chemistry
Stereoselectivity
optically active

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