Weekly Review 6

Weekly Review 6 - i. 3, 3 1. Cope 2. Claisen ii. 1, 5 iii....

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Review 6 Weekly Review Lecture Chem S 20ab Reactions you learned this week (add to your chart): 1) Amine syntheses a. Reduction of azide b. Reductive amination using NaBH 3 CN c. Amide reduction using LAH (originally learned two weeks ago) d. Aryl nitro reduction e. Nitrile reduction i. Using H 2 , Pd/C ii. Using LAH f. Conjugate addition using amine as nucleophile (from last week) 2) Mannich reaction 3) Rearrangements a. Beckmann b. Curtius c. Hofmann 4) Aryl diazonium salts a. Formation (from aryl amines) b. Replacement with halides c. Replacement with -CN d. Replacement with -OH e. Removal with H 3 PO 2 or deuteration with D 3 PO 2 5) Pericyclic reactions a. Cycloadditions i. Diels-Alder revisited ii. 2+2 light activated iii. 2+2 with ketene iv. Others possible, but not as common b. Electrocyclic reactions –pay attention to stereochem i. Ring closings ii. Ring openings c. Sigmatropic rearrangements
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Unformatted text preview: i. 3, 3 1. Cope 2. Claisen ii. 1, 5 iii. Others possible, but not as common Explanations: 1) Compare the basicity of the following groups of amines: a. b. MeN Me N N Review 6 Weekly Review Lecture Chem S 20ab Mechanisms: 2) Provide mechanisms for the following reactions. For any pericyclic reactions, describe the type, count the electrons, and explain the observed stereochemistry. a. b. c. d. e. f. g. O O + h. Review 6 Weekly Review Lecture Chem S 20ab 3) Predict the products or intermediates and describe what type of reaction is occurring. Me OMe O O + a) b) c) O O h Z h + CO 2 O X Y Synthesis: 4) Provide a complete synthesis for each of the following transformations. a. b. c. d. Review 6 Weekly Review Lecture Chem S 20ab e. f. g. OEt Br h. i. j. NH 2 H 2 N H H H H O...
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Weekly Review 6 - i. 3, 3 1. Cope 2. Claisen ii. 1, 5 iii....

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