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KEY your name Chem 634 Problem Set 6 Prof Fox 1a 1 Mg ether Et 1b Ph 2 PhCHO Br Me VO acac 2 OH Et O B Ph tBuOOH OH Ph PhCHO xs Me3Al Et OH Ph Et OH Me Ph 1 BH3 SMe2 OH then H2O2 OH O O OH 1c O O 1 Bu2BOTf Et3N Ph 2 PhCHO OH Ph Ph CH3 2a O2N 2b HN NH O2N 1 Hg Al O Ph Ph 2 O H Ph CPh3 does not reduce the nitro group 2c 2d H2NNHTs O CH3 NaBH3CN CH3 Red Al O Et OH HO Et OH N 3a HN Et Et Me HO 3b H2CO OH CH3 N Me HO Et O O Cr OH O Et Me HO CH3 CrO3 N H CH3 H CH3 H O O Cr OH O O 3c HCl 13C H alkyl 1 2 shift H Me O shift back the other alkyl H Cl
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