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What effect does the use of such Lewis bases have on the reactivity of organolithium complexes, and why? (iv)

What effect does the use of such Lewis bases have on the reactivity of organolithium complexes, and why? (iv)

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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(iv) What effect does the use of such Lewis bases have on the reactivity of organolithium complexes, and why?
Transcribed Image Text:(iv) What effect does the use of such Lewis bases have on the reactivity of organolithium complexes, and why?
Question 8: In 1995 Prof. Steve Davies and his co-workers described the use of the lithiated chiral amine, lithium (S)-(a-methylbenzyl)allylamide, in the highly enantioselective formation of B-amino acids and B-lactams. You want to make use of this amide in your own research project to make a new B- amino acid based antibiotic. After discussion with your supervisor you develop a research plan which involves three stages: you have to synthesise the chiral lithium anmide from the amine and tert-BuLi whoops! you have to make your own tert-BuLi because it will take 9 months for a solution to come from the UK and there is no time to waste. finally, you have to do the conjugate asymmetric addition reaction with an a.ß unsaturated ester. (S)-(a-methylbenzyl)allylamine
Transcribed Image Text:Question 8: In 1995 Prof. Steve Davies and his co-workers described the use of the lithiated chiral amine, lithium (S)-(a-methylbenzyl)allylamide, in the highly enantioselective formation of B-amino acids and B-lactams. You want to make use of this amide in your own research project to make a new B- amino acid based antibiotic. After discussion with your supervisor you develop a research plan which involves three stages: you have to synthesise the chiral lithium anmide from the amine and tert-BuLi whoops! you have to make your own tert-BuLi because it will take 9 months for a solution to come from the UK and there is no time to waste. finally, you have to do the conjugate asymmetric addition reaction with an a.ß unsaturated ester. (S)-(a-methylbenzyl)allylamine
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