(a)
Interpretation:
The mechanism for the formation of vinylic bromide with inversion of configuration by the reaction of vinylic boronic acid with
Concept introduction:
Electrophilic addition reaction is the substitution of an electrophile at the electron-rich center. The
Addition of halogens into
(b)
Interpretation:
The mechanism for the formation of vinylic iodide with retention of configuration by the reaction of vinylic boronic acid with
Concept introduction:
Electrophilic addition reaction is the substitution of an electrophile at the electron-rich center. The
Addition of halogens into alkenes is stereoselective, that is, it depends upon the type of the alkene present. If the alkene is a cis-alkene, electron-rich of halide ions takes place and a racemic mixture is formed. If the alkene is a trans-alkene, syn-addition of halide ions occur and a meso compound is formed.
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Organic Chemistry
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning