(vi) The final step in your reaction sequence is alkylation with benzylbromide. Draw the structure of the final cyclic chiral product C. Indicate the chiral centre and give any important reaction conditions. .N. LOME LDA PHCH,Br A C + LİBr

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
Chapter23: Amines
Section: Chapter Questions
Problem 23.58P
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(vi) The final step in your reaction sequence is alkylation with benzylbromide. Draw the structure
of the final cyclic chiral product C. Indicate the chiral centre and give any important reaction
conditions.
.N.
COMM
LDA
PHCH,Br
А
+ LİB.
The structure of C is;
Transcribed Image Text:(vi) The final step in your reaction sequence is alkylation with benzylbromide. Draw the structure of the final cyclic chiral product C. Indicate the chiral centre and give any important reaction conditions. .N. COMM LDA PHCH,Br А + LİB. The structure of C is;
Question 1
Alkylation of valerolactim ethers (1) is an attractive route to a-alkyl-ô-amino acids; important
building blocks for medicinally important compounds. After discussion with your supervisor you
decide to test two compounds, lithium diisopropylamide (LDA) and n-propyllithium (n-PrLi), as
possible metalating reagents. The strategy is
To synthesise fresh solutions of LDA and n-PrLi.
To test them in reactions with the valerolactim ether (1)
To obtain the possible cyclic chiral product on alkylation with benzylbromide
LOME
valerolactim ether (1)
Transcribed Image Text:Question 1 Alkylation of valerolactim ethers (1) is an attractive route to a-alkyl-ô-amino acids; important building blocks for medicinally important compounds. After discussion with your supervisor you decide to test two compounds, lithium diisopropylamide (LDA) and n-propyllithium (n-PrLi), as possible metalating reagents. The strategy is To synthesise fresh solutions of LDA and n-PrLi. To test them in reactions with the valerolactim ether (1) To obtain the possible cyclic chiral product on alkylation with benzylbromide LOME valerolactim ether (1)
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