Identify reagents that can be used to achieve the following transformation: OH 1) Conc. H₂SO4, heat, 2) OsO4, NMO 1) NaOEt, 2) OSO4, NMO 1) Conc. H₂SO4, heat, 2) RCO3H, 3) H3O+ 1) NaOH, 2) RCO3H, 3) H3O+ OH OH

Identify reagents that can be used to achieve the following transformation: OH 1) Conc. H₂SO4, heat, 2) OsO4, NMO 1) NaOEt, 2) OSO4, NMO 1) Conc. H₂SO4, heat, 2) RCO3H, 3) H3O+ 1) NaOH, 2) RCO3H, 3) H3O+ OH OH

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter7: Alkynes

Section: Chapter Questions

Problem 7.29P

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Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

Question

Practice Problem 08.50d
Identify reagents that can be used to achieve the following transformation:
OH
1) Conc. H₂SO4, heat, 2) OsO4, NMO
1) NaOEt, 2) OsO4, NMO
1) Conc. H₂SO4, heat, 2) RCO3H, 3) H3O+
1) NaOH, 2) RCO3H, 3) H3O+
OH
OH

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