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Domino iminium-enamine catalysis

Chen and coworkers have reported a new domino Michael-Michael addition reaction between a,a-dicyanoalkene [26] derived from cyclohexanone and benzyli-deneacetone, resulting in a stepwise [4 + 2]-type cycloaddition to afford almost enantiopure bicyclic adduct 15. In contrast to the completely inert function of secondary ammonium salt, a primary amine, 9-amino-9-deoxyepiquinine lo [27], in combination with trifluoroacetic acid, was found to be highly efficient in the activation of the a, 3-unsaturated ketone by tandem iminium-enamine catalysis (Scheme 10.21) [28],... [Pg.313]

Scheme 10.21 Domino Michael-Michael addition by iminium-enamine catalysis. Scheme 10.21 Domino Michael-Michael addition by iminium-enamine catalysis.
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See also in sourсe #XX -- [ Pg.314 ]



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