Problem 20.7 Draw the products formed when CH,COCH,CH,CH= CH, is treated with each reagent: (a) LIAIH,, then H,O; (b) NABH, in CH,OH; (c) H, (1 equiv), Pd-C; (d) H, (excess), Pd-C; (e) NABH, (excess) in CH,OH; (f) NABD, in CH,OH.
Problem 20.7 Draw the products formed when CH,COCH,CH,CH= CH, is treated with each reagent: (a) LIAIH,, then H,O; (b) NABH, in CH,OH; (c) H, (1 equiv), Pd-C; (d) H, (excess), Pd-C; (e) NABH, (excess) in CH,OH; (f) NABD, in CH,OH.
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 64AP: The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold...
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For 20.7 the solutions for part c and d dont seem right. Shouldn't reacting with 1 eq of H2 just take away the C=C bond and not the C=O bond. (H2 reduces C=C selectively to form a
Transcribed Image Text:Problem 20.7
Draw the products formed when CH,COCH,CH,CH= CH, is treated with each reagent: (a) LIAIH,, then
H,O; (b) NABH, in CH,OH; (c) H, (1 equiv), Pd-C; (d) H, (excess), Pd-C; (e) NABH, (excess) in CH,OH; (f)
NABD, in CH,OH.
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