W03 problems8a key

W03 problems8a key - O HO O OH O Ph 3 P BrMg Ph OH BrMg H 2...

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OH OH H H O OOH O Cl H O LDA O H O H O OH O O O H O H O OH OH OH LiAlH 4 PCC O HO O OH O H O OH Ag 2 O H 2 CrO 4 NaBH 4 H O PCC O HO O OH O OH HO O OH Problem Set VIII 1. Fill in the boxes below with the required reagent(s) or product(s) (and don't forget stereochemistry). Winter 2003 Practice for Midterm II (ANSWERS) a) b) c) H 2 / Pd / CaCO 3 H 2 / Pd HgSO 4 / H 2 SO 4 / H 2 O 1. (sia) 2 BH 2. H 2 O 2 / NaOH 1. LDA 2. 3. H + workup HCl / Zn(Hg) Na o / NH 3 (l)
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O Ph O OH Ph CN H 3 O + O O Br O OH OH H + H 2 N H O H + 1. O 3 2. Me 2 S O H + MeOH O N H O O MeO OMe OH Ph CO 2 H Ph 3 P OH OH O OH O O HI LiAlH 4 O OMe H OH I OH Ph OH O O O Ph O / H + Winter 2003 Practice for Midterm II Problem Set VII d) f) (2 steps) e) (2 steps) g) (2 steps) h) i) j) k) 1. KCN 2. H + workup 1. HCN 2. H 3 O + 1. H 3 O + 2. H 2 CrO 4 1. Mg o 2. CO 2 H + / MeOH or CH 2 N 2
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N H N O OH Ph Ph Ph OH O OH O OH O O Ph Ph O Ph Ph
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Unformatted text preview: O HO O OH O Ph 3 P BrMg Ph OH BrMg H 2 N H N Winter 2003 Practice for Midterm II Problem Set VIII 2. Retrosynthesis. Show a disconnection within the molecule (represented by a squiggly line) and provide the molecules from which it can be obtained. (This enantiomer only) t BuOOH Ti(O i Pr) 4 (+)-Diethyltartrate + or + 2. Propose a reasonable sequence of steps for the following transformation. HO O OH 1. SOCl 2 2. Mg o 3. H 3 O + workup...
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This note was uploaded on 04/05/2008 for the course CHEM 30B taught by Professor Rubin during the Winter '05 term at UCLA.

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W03 problems8a key - O HO O OH O Ph 3 P BrMg Ph OH BrMg H 2...

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