RxnSummary09-1 - Nuc. / Base C h a p t e r 1 1 + NaOR' or...

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HBr H 2 O Br 2 Br 2 1) Hg(OAc) 2 , H 2 O 1) BH 3 1) OsO 4 1) O 3 H 2 SO 4 H 2 O 2) NaBH 4 H 2 / Pd C CH H 3 C 1) NaNH 2 H O Br OH OH or -OR Br Br OH Br OH OH OH C C H 3 C CH 2 R H H O C X R R R CHBr CH 2 Br H 3 C C CH H 3 C C CH H 3 C C CH H 3 C C CH H 3 C CH 2 X R CH X R R C C H 3 C CH 3 C C H 3 C CH 3 C C H 3 C CH 3 C X C H NBS h ! Br 2 H 2 SO 4 HgSO 4 1) (sia) 2 BH 2 Br 2 2 HCl 1) 3 NaNH 2 2) H 2 O 2 , NaOH H 2 Na° NH 3 2 H 2 / Pd Br S N 2 Br O E2 or S N 1 / E1 or S N 1/E1 S N 2 or E2 CCl 2 CH 3 H 3 C H O CBr 2 CHBr 2 H 3 C C CH H 3 C OSO 2 R OH OH CH 2 X R OH OH OH O H CH 3 H H HO Cl H H 3 C H CH 3 OH OH OH O H CH 3 H H OH OH HCl NR 3 H 2 SO 4 Na° SOCl 2 RCO 3 H Nuc. PBr 3 RSO 2 Cl NaOH H 2 SO 4 H 2 O H H 2 CrO 4 PCC ROH NaOR Cl O Cl Br Nuc. OSO 2 R H O O O H 3 C CH 3 H H OH O Na RO OH H H CH 3 H HO OR H H H CH 3 CH 2 O R R' C h a p t e r 6 2) H 2 O 2 , NaOH 2) NaHSO 3 * * Racemic Racemic Racemic * 2) (CH 3 ) 2 S C h a p t e r 8 C h a p t e r 9 Nuc. Nuc. / Base
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Unformatted text preview: Nuc. / Base C h a p t e r 1 1 + NaOR' or ROH 2) H 2 O Lindlar's Catalyst C h a p t e r 7 2) RCH 2 X C-C Bond Made! C h a p t e r 1 tBuO E2 C-C Bond Broken! H 2 O CHBr CHBr H 3 C CH 3 2 NaNH 2 C C H 3 C CH 3 HBr Br ROOR h ! or heat h ! or heat HOR R = H, alkyl group...
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