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- W2905700978 abstract "The reaction of disiamylborane with enol acetates derivedfrom an aldehyde bearing two α-hydrogen atoms involves a slow anti-Markownikoff hydroboration followed by rapid eliminationand re-hydroboration reactions. Selectivity between reaction ofthe cis and trans isomers is far smaller than for the correspondingolefinic hydrocarbons. Enol acetates derived from ketones aregenerally unreactive to disiamylborane.The extent of reaction of propionic acid with a representativeseries of trialkylboranes depends on the steric resistance of theborane to the initial co-ordination of the acid. The extent ofprotonolysis decreases with an increase in the total number ofalkyl substituents at the α- and β-carbon atoms to boron.With an unsymmetrical trialkylborane the selectivity between thebreaking of secondary and primary carbon-to-boron bonds issmall. A very large selectivity is found in favour of the removalof a primary—rather than a tertiary—alkyl group. This is thoughtto be due to steric and not electronic factors. [Continues.]" @default.
- W2905700978 created "2019-01-01" @default.
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- W2905700978 date "1967-01-01" @default.
- W2905700978 modified "2023-09-28" @default.
- W2905700978 title "A study of selectivity in the reactions of unsymmetrical trialkylboron compounds" @default.
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- W2905700978 hasPublicationYear "1967" @default.
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