3. How could you use a Diels-Alder reaction to produce each of the following molecules? Work backwards to determine the diene and dienophile in each case. OCH 3 OCH3
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- Identify the expected major product of the following Diels-Alder reaction. c.A clock clos II V OIII OIV OV 0l OI IV ?Which of the following Diels-Alder reactions would be fastest? Diels-Alder CH=O OCH3 Diels-Alder Diels-Alder + || OCH3 CH=O + Diels-AlderWhat diene and dienophile are used in the Diels-Alder route to the compound shown? "CO,CH Draw the molecule on the canvas by choosing buttons from the Tools (for bonds), Atoms, and Advanced Template toolbars. T NV H± 12D EXP CONT ? K H CI CNO SUB Br M
- 2) Predict the major product for each Diels-Alder reaction. Include stereochemistry where appropriate. H. C=N (a) H H. CH3 CH;O, (b) Ph (c) Ph4.- Predict the product for each Diels-Alder reaction. Indicate stereochemistry where appropriate. स a) b) H3C, H3C + H3C CHO A ent 10 150 COOH + ·E· <- c) COOH BAS 5.- Retro Diels-Alder: show a combination of diene and dienophile that would result in each Diels-Alder adduct.Draw the structure of the product of the Diels-Alder reaction below. H3C || CH3OČ-c=c-čOCH3 ČH3
- Predict the regiochemical outcome (major product) for the following Diels-Alder reaction: MeO CHO ? MeO MeO OHC MeO O MeO. + O Meo, CHO CHO CHO CHO хсно - сно CHO Осно CHO CHOIdentify the diene and dienophile that will yield the given product in a Diels-Alder reaction, and identify the second major product of the reaction, by dragging the appropriate structures to the boxes. Product 1 Product 2 Diene: OCH3 NO2 CH3 + A (CH3);SiO Dienophile: Answer Bank H,CO. OCH, OCH3 mCH3 "NO2 CH3 no second product NO, Ósi(CH) (CH3),SiO (CH3),SiO OCH, „NO2 rOCH3 CH3 product 2 not listed "NO2 H.C NO2 (CH3), SiO (CH3),SiO CH3 OCH, NO2 CH3 (CH3),SiO (CH3)SiOMechanism The Diels-Alder reaction is part of a class of reactions known as a cycloaddition reaction. This reaction is specifically a [4+2] cycloaddition which is a concerted (one-step) process in which two new carbon - carbon sigma bonds are formed from two pi bonds. For the first Diels - Alder step of the mechanism fill in the arrows needed for the transformation. The rest of the mechanism is drawn for you. OH Show mechanism arrows for this step! 4 + 2 cycloaddition OH H D- & H+ transfer OH Nuc acyl substitution H L.G.
- Select the pair of molecules that produce the fastest Diels-Alder reaction and then draw the major organic product(s) formed from them. Add wedges or dashes for the major product formed. CN NH₂ CI Me Me MeO CI RQ08 Provide the product of the following Diels-Alder reaction on your answer sheet. Label your answer DA. Pay attention to stereochemistry and regiochemistry. H3C. H N(CH3)2 H H + H OCH3 - No text entered - The correct answer is not displayed for Written Response type questions.Rank the dienes by DECREASING REACTIVITY in Diels-Alder reactions (most reactive on the left). CN CH3 OCH3 II II IV O A. V > IV > || > | > || O B. V > || > NIl > | > IV O C. IV > T > I| > ||| > V O D. II > |II > V >[ > ]V O E. V > III > I|| > | > IV A Moving to another question will save this response. ype here to search