Highly diastereoselective and enantioselective direct organocatalytic anti-selective Mannich reactions employing N-tosylimines.
Organocatalytic direct anti-selective Mannich reactions of O-TBS-hydroxyacetone with various N-tosylimines derived from aromatic aldehydes in the presence of L-threonine-derived catalyst afforded 1,2-amino alcohols in good yields and with enantioselectivities of 99% in almost all cases.
Cheng
Lili
L
Department of Chemistry, National University of Singapore, 3 Science Drive, Singapore 117543, Republic of Singapore.
Han
Xiao
X
Huang
Huiming
H
Wong
Ming Wah
MW
Lu
Yixin
Y
D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry; D008352:Mannich Bases; D015394:Molecular Structure; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry; D014105:Tosyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D000447:Aldehydes; D007097:Imines; D008352:Mannich Bases; D013449:Sulfonamides; D014105:Tosyl Compounds