Question

CHO 1) 1) MgBr 2) MnO2 2) Treatment of the following amine with base at low temperature gives an unstable anion that isomerizes to another anion above -35 °C. Aqueous work-up gives a bicyclic amine. What are the two anions? Explain the stereochemistry of the product. H H H KNH? A? > -35 °C B? H?O NH? (l) N N H

          CHO
1)
1) MgBr
2) MnO2
2) Treatment of the following amine with base at low temperature gives an
unstable anion that isomerizes to another anion above -35 °C. Aqueous
work-up gives a bicyclic amine. What are the two anions? Explain the
stereochemistry of the product.
H
H
H
KNH?
A? > -35 °C B? H?O
NH? (l)
N
N
H

CHO
1)
1) MgBr
2) MnO2
2) Treatment of the following amine with base at low temperature gives an
unstable anion that isomerizes to another anion above -35 °C. Aqueous
work-up gives a bicyclic amine. What are the two anions? Explain the
stereochemistry of the product.
H
H
H
KNH?
A? > -35 °C B? H?O
NH? (l)
N
N
H

Added by Nicole V.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

Instant Answer

Solved by Expert Madhur L

07/12/2023

Step 1

2) The intermediate then reacts with MnO2 to give the corresponding alcohol (1). Show more…

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Write down the reaction mechanism of the following transformations. 0 CHO 1 `MgBr 1) 2) MnO2 2) Treatment of the following amine with base at low temperature gives an unstable anion that isomerizes to another anion above -35°C. Aqueous work-up gives a bicyclic amine. What are the two anions? Explain the stereochemistry of the product. KNH2 AO >35°C BO HO NHz(I) A