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- W1980459380 endingPage "937" @default.
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- W1980459380 abstract "Abstract Rhodium‐catalyzed 1,4‐addition of lithium 5‐methyl‐2‐furyltriolborate ([ArB(OCH 2 ) 3 CCH 3 ]Li, Ar=5‐methyl‐2‐furyl) to unsaturated ketones to give β‐furyl ketones was followed by ozonolysis of the furyl ring for enantioselective synthesis of γ‐oxo‐carboxylic acids. [Rh(nbd) 2 ]BF 4 (nbd=2,5‐norbornadiene) chelated with 2,2′‐bis(diphenylphosphino)‐1,1′‐binaphthyl (binap) or 2,3‐bis(diphenylphosphino)butane (chiraphos) gave high yields and high selectivities in a range of 91–99 % ee at 30 °C in a basic dioxane/water solution. The corresponding reaction of unsaturated esters, such as methyl crotonate, had strong resistance under analogous conditions, but the 1,4‐adduct was obtained in 70 % yield and with 94 % ee when more electron‐deficient phenyl crotonate was used as the substrate." @default.
- W1980459380 created "2016-06-24" @default.
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- W1980459380 creator A5090986434 @default.
- W1980459380 creator A5068246954 @default.
- W1980459380 date "2011-01-04" @default.
- W1980459380 modified "2023-10-18" @default.
- W1980459380 title "Rhodium-Catalyzed 1,4-Addition of Lithium 2-Furyltriolborates to Unsaturated Ketones and Esters for Enantioselective Synthesis of γ-Oxo-Carboxylic Acids By Oxidation of the Furyl Ring with Ozone" @default.
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- W1980459380 doi "https://doi.org/10.1002/asia.201000589" @default.
- W1980459380 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/21344669" @default.
- W1980459380 hasPublicationYear "2011" @default.
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