Matches in SemOpenAlex for { <https://semopenalex.org/work/W69597944> ?p ?o ?g. }
- W69597944 endingPage "234" @default.
- W69597944 startingPage "211" @default.
- W69597944 abstract "Acetals and ketals are passive under neutral and basic conditions; the ether groups resist alkylation and acylation, and the masked carbonyl group is protected against attack by nucleophiles and against enolization by bases,1 although nearby unsaturation may open the system to reaction. When, however, one of the oxygen atoms acquires a Lewis or protic acid as a ligand it becomes a better leaving group, and the carbonyl carbon atom can suffer SN2 and, especially, SN1 reactions. These reactions can be highly regio- and stereo-selective when the two oxygen atoms are in different chemical environments. Neither the ‘anomeric effect’,2 which is so important in setting the ground state conformation, nor the ‘stereoelectronic effect’,3 which has come under serious attack,4 have an overriding effect, but differences in the stability of the two possible oxocarbonium ions clearly do." @default.
- W69597944 created "2016-06-24" @default.
- W69597944 creator A5084574264 @default.
- W69597944 date "1991-01-01" @default.
- W69597944 modified "2023-09-26" @default.
- W69597944 title "Reduction of Acetals, Azaacetals and Thioacetals to Ethers" @default.
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