摘要 |
A compound of Formula I is disclosed, in which R is a substituent containing a hydrogen bond-forming atom within three atoms from the ring carbon to which the substituent is bonded; X is CH<SUB>2</SUB>, O, S or NR<SUP>1</SUP>, wherein R<SUP>1 </SUP>is a hydrocarbyl group or an amino-protecting group having one to about 18 carbon atoms; R<SUP>2 </SUP>is hydrido or a hydrocarbyl group containing one to about twelve carbon atoms; and R<SUP>3 </SUP>is hydrido or methyl, but both R<SUP>2 </SUP>and R<SUP>3 </SUP>are not hydrido when X is CH<SUB>2</SUB> A molecule of Formula I and those in which R<SUP>2 </SUP>and R<SUP>3 </SUP>can both be hydrido (Formula X) functions as a catalyst in a Mannich reaction to asymmetrically form beta-aminoaldehyde or beta-aminoketone diastereomeric products having two chiral centers on adjacent carbon atoms and in which the anti-diastereomers are in excess over the syn-diastereomers. Methods for carrying out those syntheses are also disclosed.
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