Describe two methods (including important chemical and physical features) you could use to synthesise your n-PrLi

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
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(i)
Describe two methods (including important chemical and physical features) you could use to
synthesise your n-PrLi
Transcribed Image Text:(i) Describe two methods (including important chemical and physical features) you could use to synthesise your n-PrLi
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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