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Beilstein J. Org. Chem. 2016, 12, 1608–1615, doi:10.3762/bjoc.12.157
Graphical Abstract
Scheme 1: The synthesis of syn-β-lactams using a reductive Mannich-type reaction.
Scheme 2: Previous results using β-substituted α,β-unsaturated esters.
Scheme 3: A new synthetic route for ezetimibe.
Figure 1: Plausible mechanism for the Rh-catalyzed reductive Mannich-type reaction.
Scheme 4: Effect of the Lewis acid addition.
Figure 2: Reaction of 2k and 1A and the configuration of Int A.
Scheme 5: Transition-state model without Lewis acid.
Scheme 6: Transition-state model with Lewis acid.
Beilstein J. Org. Chem. 2013, 9, 2417–2421, doi:10.3762/bjoc.9.279
Scheme 1: Experiments to elucidate the reaction mechanism.
Scheme 2: The proposed reaction mechanism.