Highly enantioselective and general asymmetric organocatalytic Diels–Alder reaction using α-amino acid-derived imidazolidinones (of type 1) as catalysts. The first generation of MacMillan catalyst (1) has been employed in a variety of organocatalytic enantioselective reactions. Typical examples include Diels–Alder reaction;1 nitrone cycloaddition,2 pyrrole Friedel–Crafts reaction,3 indole addition,4 vinylogous Michael addition;5 α-chlorination;6 hydride addition;7 cyclo-propanation;8 α-fluorination.9 The second generation MacMillan catalyst (2) was used to catalyze 1,4-addition of indoles to α,β-unsaturated aldehydes.

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MacMillan’s Organocatalysts

  • Jie Jack Li

摘要

Highly enantioselective and general asymmetric organocatalytic Diels–Alder reaction using α-amino acid-derived imidazolidinones (of type 1) as catalysts. The first generation of MacMillan catalyst (1) has been employed in a variety of organocatalytic enantioselective reactions. Typical examples include Diels–Alder reaction;1 nitrone cycloaddition,2 pyrrole Friedel–Crafts reaction,3 indole addition,4 vinylogous Michael addition;5 α-chlorination;6 hydride addition;7 cyclo-propanation;8 α-fluorination.9 The second generation MacMillan catalyst (2) was used to catalyze 1,4-addition of indoles to α,β-unsaturated aldehydes.