.As an alternative to oznolysis, Sir Robert Woodward used the OsO,-NalO, protocol for the oxidative cleavage of A in his total synthesis of Reserpine. Predict the structure of B based on this reaction. Also identify the intermediate product of the reaction, outlining a mechanism for its formation. (1) OsO, B R' (ii) NalO4 ŘA

Organic Chemistry
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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
Chapter17: Carboxylic Acids
Section: Chapter Questions
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5. As an alternative to oznolysis, Sir Robert Woodward used the OsO,-NaIO, protocol for the oxidative
cleavage of A in his total synthesis of Reserpine. Predict the structure of B based on this reaction. Also
identify the intermediate product of the reaction, outlining a mechanism for its formation.
(i) OsO4
`R' (ii) NalO4
ŘA
Transcribed Image Text:5. As an alternative to oznolysis, Sir Robert Woodward used the OsO,-NaIO, protocol for the oxidative cleavage of A in his total synthesis of Reserpine. Predict the structure of B based on this reaction. Also identify the intermediate product of the reaction, outlining a mechanism for its formation. (i) OsO4 `R' (ii) NalO4 ŘA
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