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Beilstein J. Org. Chem. 2022, 18, 1642–1648, doi:10.3762/bjoc.18.176
Graphical Abstract
Scheme 1: Previous works and this work.
Scheme 2: Scope and limitation of the rhodium-catalyzed reductive aldol-type cyclization. aIsolated yield. bD...
Scheme 3: Detection of metal-enolate and proposed mechanism of intramolecular cyclization.
Figure 1: Bioactive natural products bearing a 3-hydroxy-2-methyllactone scaffold.
Figure 2: Monocrotaline and its structural components.
Scheme 4: Synthetic route towards chiral necic acid lactone (2S,3S,4R)-2j. Conditions: a) CH3SO2NH2, AD-mix-β...
Figure 3: Molecular structure of necic acid lactone (2S,3S,4R)-2j in the crystal.
Beilstein J. Org. Chem. 2016, 12, 1608–1615, doi:10.3762/bjoc.12.157
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.