Angewandte Chemie · 2017 · 44 citations · 25 references
Photochemical Cascade ProcessNovel OrganocatalystsEngineeringPhotoredox ProcessPhotochemistryNatural SciencesDiversity-oriented SynthesisChiral Organocatalytic IntermediatesSynthetic PhotochemistryPhotocatalysisOrganic ChemistryCatalysisStereoselective SynthesisChemistryAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringExquisite Stereoselectivity
Abstract Reported herein is a photochemical cascade process that combines the excited‐state and ground‐state reactivity of chiral organocatalytic intermediates. This strategy directly converts racemic cyclopropanols and α,β‐unsaturated aldehydes into stereochemically dense cyclopentanols with exquisite stereoselectivity. Mechanistic investigations have enabled elucidating the origin of the stereoconvergence, which is governed by a kinetic resolution process.
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Control of four stereocentres in a triple cascade organocatalytic reaction
Dieter Enders, Matthias R. M. Hüttl, Christoph Grondal et al. · Nature · 2006 · 904 citations
Enantioselective Organo-Cascade Catalysis
Yong Huang, Abbas M. Walji, Catharine H. Larsen et al. · Journal of the American Chemical Society · 2005 · 730 citations
Novel Organocatalysts, Biosynthesis, Bioorganic Chemistry +14