Catalytic Enantioselective Carbonyl Propargylation Beyond Preformed Carbanions: Reductive Coupling and Hydrogen Auto‐Transfer
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DOI: 10.1002/cctc.201801121
Abstract: Chiral metal complexes catalyze enantioselective carbonyl propargylation via reductive coupling or as hydrogen auto‐transfer processes, in which reactant alcohols serve dually as reductant and carbonyl proelectrophile. Unlike classical propargylation protocols, which rely on allenylmetal reagents… read more here.
Keywords: carbonyl propargylation; propargylation; enantioselective carbonyl; coupling hydrogen ... See more keywords
F10BINOL-derived chiral phosphoric acid-catalyzed enantioselective carbonyl-ene reaction: theoretical elucidation of stereochemical outcomes† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c8sc03587c
Sign Up to like & getrecommendations! Published in 2019 at "Chemical Science"
DOI: 10.1039/c8sc03587c
Abstract: An enantioselective carbonyl-ene reaction of 1,1-disubstituted olefins with ethyl glyoxylate was accomplished using an F10BINOL-derived chiral phosphoric acid of which the perfluoro-binaphthyl skeleton is beneficial not only for adopting high catalytic activity but also for… read more here.
Keywords: carbonyl ene; f10binol derived; derived chiral; chiral phosphoric ... See more keywords
Total Synthesis of Citreochlorol Monochloro Analogs via a Catalytically Enantioselective Carbonyl Allylation
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DOI: 10.1055/a-1669-0463
Abstract: An efficient synthetic route to citreochlorol analogs, halogenated polyketide secondary metabolites, is described. The key features are Krische's enantioselective carbonyl allylation, IBr-promoted cyclization, and regioselective epoxide opening. The importance of the route lies in the… read more here.
Keywords: enantioselective carbonyl; citreochlorol monochloro; citreochlorol; carbonyl allylation ... See more keywords