w-03072009140113Z4CcCCD0V7

w-03072009140113Z4CcCCD0V7 - BLANK COPY a No...

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BLANK COPY O OCH 3 O HO NH 1) LDA (2 equiv) 2) O Cl H 3 O + heat How many stereoisomers are possible? CH 3 I K 2 CO 3 1 4 3 3 b) JOC 2007, 72, 9905 O Ph O OCH 3 1) NaBH(OAc) 3 (nucleophilic hydride source) (1 equiv) No stereochemistry needs to be shown d) Give the IUPAC name for the following molecule NH 2 O O O e ) Draw the structure of methyl (Z)-3-phenylprop-2-enoate c) JOC 2007, 72, 8474 O H 3 CO O OH O H 3 CO O Cl 3) H 3 O + +CO 2 +HOCH 3 2) H 3 O + a) No stereochemistry needs to be shown + CH 3 OH H 3 3 2 6
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BLANK COPY O H c H a H a H d H d H b O H c D D D D D cat. base excess D 2 O Deuterium Oxide (D 2 O) is commonly used to track proton exchange in mechanistic studies of reactions. Deuterium (D) behaves like Hydrogen (H) and thus D 2 O behaves like H 2 O. Treatment of the following ketone with excess D 2 O and a catalytic amount of base results in the eventual replacement of all nonaromatic hydrogens EXCEPT for H C with D. All mechanisms proceed via an enolate intermediate. Show the mechanism by which H
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w-03072009140113Z4CcCCD0V7 - BLANK COPY a No...

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