Asymmetric Mannich-type reactions catalyzed by indium(III) complexes in ionic liquids

Tetrahedron Letters

Volumn 44, Issue 11, 2003, Pages 2405-2408

  Chen, Shui Ling ^a   Ji, Shun Jun ^b   Loh, Teck Peng ^a,b  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

^b SOOCHOW UNIVERSITY   (China)

Author keywords

Asymmetric Mannich type reaction; Catalyst; InCl3; Ionic liquids

Indexed keywords

INDIUM;

ARTICLE; ASYMMETRIC CATALYSIS; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYST; DIASTEREOISOMER; LIQUID; MANNICH REACTION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0037430431     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00189-8     Document Type: Article

References (19)

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13. Selected examples on chiral Mannich reactions: (g) Cozzi, P. G.; Di Simone, B.; Umani-Ronchi, A. Tetrahedron Lett. 1996, 37, 1691-1694;
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15. (i) Wenzel, A. G.; Jacobsen, E. N. J. Am. Chem. Soc. 2002, 124, 12964-12965.
16. For Mannich reactions using silyl enol ethers/ketene silyl acetals in water: (j) Loh, T. P.; Wei, L. L. Tetrahedron Lett. 1998, 39, 323-326;
17. (k) Loh, T. P.; Liung, S. B. K. W.; Tan, K. L.; Wei, L. L. Tetrahedron 2000, 37, 3227-3237.
18. Loh T.P., Ho D.S.C., Xu K.C., Sim K.Y. Tetrahedron Lett. 38:1997;865.
19. The same reaction carried out using indium trichloride in MeOH has been shown to give comparative yields and selectivities: Loh T.P., Chen S.L. Org. Lett. 4:2002;3647-3650.