Tetrahedron Letters p. 1533 - 1536 (1986)
Update date:2022-08-03
Topics:
Thottathil, John K.
Przybyla, Claire
Malley, Mary
Gougoutas, J. Z.
Acid-catalyzed condensation of optically pure 5-(hydroxymethyl)-2-pyrrolidinone, 2, with benzaldehyde gives only a monomeric optically active oxazolidine, 3, while under the same conditions, racemic 2 gives only a meso centrosymmetric compound 4 - a dimer of racemic 3.This meso specific reaction serves as a highly efficient method for increasing the optical purity of the generally useful chiral building blocks 2 and 3.
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