MacMillan Imidazolidinone OrganoCatalysts

Aldrich ChemFiles 2006, 6.7, 11.

Product Highlights

• Superior enantiocontrol in numerous transformations
• High activities at low catalyst loadings
• Extraordinary functional group tolerance

MacMillan and co-workers have created chiral imidazolidinone organocatalysts that function as the linchpin in a variety of directed enantioselective organic reactions including Diels–Alder and 1,3-dipolar cycloadditions, conjugate additions such as α-fluorinations, α-chlorinations and Friedel-Crafts alkylations, epoxidations, transfer hydrogenations, and organo-cascade reactions. Sigma-Aldrich, in collaboration with Materia, Inc., is pleased to offer ten imidazolidinone organocatalysts that mediate rapid and enantiocontrolled C–C and C–X (X = H, O, halogen) bond formation.

back to top

Materials

References

1. For a review on organocatalysis, see Lelais, G.; MacMillan, D. W. C. Aldrichimica Acta 2006, 39, 79.
2. Ahrendt, K. A.; Borths, C. J.; MacMillan, D. W. C. J. Am. Chem. Soc. 2000, 122, 4243.
3. Northrup, A. B.; MacMillan, D. W. C. J. Am. Chem. Soc. 2002, 124, 2458.
4. Huang, Y.; Walji, A. M.; Larsen, C. H.; MacMillan, D. W. C. J. Am. Chem. Soc. 2005, 127, 15051.
5. Paras, N. A.; MacMillan, D. W. C. J. Am. Chem. Soc. 2001, 123, 4370.

back to top