Week10 WKST

Week10 WKST - 1 Determine the starting materials from the...

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1) Determine the starting materials from the products shown below using carbonyl reactions. (ie. Wittig/modified, Horner-Emmons-Wadsworth, organometalic, amines) a. O b. c. OH d. N C H 3 e. f. H 2 NN
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2) Give the products. Indicate stereochemistry when possible. a. OH 1. PBr 3 2. Mg, ether 3. CO 2 4. HCl (aq) b. HO O O LiAlH 4 ,THF H 2 /Pt NaBH 4 c. OH O HO O CH 2 N 2 3) Show the mechanism of the following reactions. a. H 2 SO 4 (aq) OH O OH b. H 2 SO 4 (aq) methanol O H O O H H
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4) Give the products of the reactions shown below. a. O OH H + b. H O H 2 NNH 2 KOH ethylene glycol c. O OH + 2 H + d. O NaBH 4 methanol e. Br 1) Mg, ether 2) formaldehyde 3) H + SOCl 2 pyridine f. O HNO 3 (aq) heat
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g. 1) MCPBA 2) LiAlH 4 3) H 2 O h. O O 1) Me 2 NH (1 mol) 2) H + 3)H 2 , Pd i. OH OH 1) HIO 4 2) PhLi 3) H + 5) Show the reaction mechanism. OH OH O H 3 PO 4 (aq)
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6) Synthesize the product using a Horner-Emmons-Wadsworth reagent. OH 7) Give the reagents that give the product shown below.
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Week10 WKST - 1 Determine the starting materials from the...

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