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Additional Problem #3: refer to Hoffman, R.V.; Tao, J. J. Org. Chem. 1998, 3979. a) Complete the structure of the intermediate after each reagent is used in going from 7 to 8 in scheme 4. Do not use abbreviations, instead draw out the structures. OBn 0 NH₂ TMSCI TrtCl, Et₂N CH3OH Im₂CO OH b) Why did Hoffman and Tao use an acyl imidazole and not an acid chloride to activate the carbonyl group for the condensation with LiCHCOallyl in Scheme 4?

Additional Problem #3: refer to Hoffman, R.V.; Tao, J. J. Org. Chem. 1998, 3979. a) Complete the structure of the intermediate after each reagent is used in going from 7 to 8 in scheme 4. Do not use abbreviations, instead draw out the structures. OBn 0 NH₂ TMSCI TrtCl, Et₂N CH3OH Im₂CO OH b) Why did Hoffman and Tao use an acyl imidazole and not an acid chloride to activate the carbonyl group for the condensation with LiCHCOallyl in Scheme 4?

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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Additional Problem #3: refer to Hoffman, R.V.; Tao, J. J. Org. Chem. 1998, 3979. a) Complete the structure of the intermediate after each reagent is used in going from 7 to 8 in scheme 4. Do not use abbreviations, instead draw out the structures. OBn 0 NH₂ TMSCI TrtCl, Et₂N CH3OH Im₂CO OH b) Why did Hoffman and Tao use an acyl imidazole and not an acid chloride to activate the carbonyl group for the condensation with LiCHCOallyl in Scheme 4?
Transcribed Image Text:Additional Problem #3: refer to Hoffman, R.V.; Tao, J. J. Org. Chem. 1998, 3979. a) Complete the structure of the intermediate after each reagent is used in going from 7 to 8 in scheme 4. Do not use abbreviations, instead draw out the structures. OBn 0 NH₂ TMSCI TrtCl, Et₂N CH3OH Im₂CO OH b) Why did Hoffman and Tao use an acyl imidazole and not an acid chloride to activate the carbonyl group for the condensation with LiCHCOallyl in Scheme 4?
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