W03 problems2a key

W03 problems2a key - OH OH OH SH b) CN SCH 3 OH HBr HO OH...

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OH Cl Cl OH OH OH PBr 3 OH OH OH OH HIO 4 HIO 4 O OTs Cl Br CO 2 H H O H O OH Problem Set II (Answers) 1. Draw the structure for each of the compounds given below. a) 1,3-dichloro-2-propanol b) ( R )-3,3-diethylcyclohexanol 2. Draw all possible products for the transformations below. a) Winter 2003 b) c) d) Alcohols (Page 1) TsCl / pyridine SOCl 2 / pyridine 1. BH 3 2. H 2 O 2 / NaOH 3. H 2 CrO 4 1. Hg(OAc) 2 2. NaBH 4 3. H 2 CrO 4 e) f) g) No Reaction
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Unformatted text preview: OH OH OH SH b) CN SCH 3 OH HBr HO OH OH OH H 2 SO 4 O SH O Br Problem Set II (Answers) h) Winter 2003 Alcohols (Page 2) 3. Provide reagent(s) for the transformations below. i) a) c) d) 1. MsCl / pyridine 2. KCN j) 1. HCl 2. NaSCH 3 1. SOCl 2 / pyr. 2. NaSH 1. TsCl / pyr. 2. NaSH PCC or H 2 CrO 4...
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W03 problems2a key - OH OH OH SH b) CN SCH 3 OH HBr HO OH...

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