You wish to make compound D. You have the starting materials E, F, or G and a range of reagent(s) available to you, as given below. The shortest route is three steps. Outline how you would achieve maximum yield of product D. In your answer clearly note the starting material chosen, the structure of the intermediates and note the reagents you would use to perform each step. HO CH3 'Retrosynthesis arrow' 'Retrosynthesis arrow' 'Retrosynthesis arrow' CH3 ОН step 3 step 2 step 1 D intermediate II intermediate l Starting material E, F or G Starting material (only choose one) HO CH3 CH3 CH3 `CH3 `CH3 `CH3 HO, E F G Reagents and solvents available to you РСС, Н2О Dess-Martin Periodinane, CH2C12 Na2Cr207, H2SO4, acetone LIAIH4, THF NaBHa, MeOН На, Pа/C, MeOН (CH3)3SICI, imidazole, CH2C12 (CH3)2('Bu)SiCl, imidazole, CH2C12 BnBr, NaH, THF Bu4N+F» THF H*/H2O
You wish to make compound D. You have the starting materials E, F, or G and a range of reagent(s) available to you, as given below. The shortest route is three steps. Outline how you would achieve maximum yield of product D. In your answer clearly note the starting material chosen, the structure of the intermediates and note the reagents you would use to perform each step. HO CH3 'Retrosynthesis arrow' 'Retrosynthesis arrow' 'Retrosynthesis arrow' CH3 ОН step 3 step 2 step 1 D intermediate II intermediate l Starting material E, F or G Starting material (only choose one) HO CH3 CH3 CH3 `CH3 `CH3 `CH3 HO, E F G Reagents and solvents available to you РСС, Н2О Dess-Martin Periodinane, CH2C12 Na2Cr207, H2SO4, acetone LIAIH4, THF NaBHa, MeOН На, Pа/C, MeOН (CH3)3SICI, imidazole, CH2C12 (CH3)2('Bu)SiCl, imidazole, CH2C12 BnBr, NaH, THF Bu4N+F» THF H*/H2O
Organic Chemistry
8th Edition
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
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.36P
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