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exam_4_prob_key - Exam 4 Extra Problems Key O H OH O O OO 2...

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Exam 4 – Extra Problems – Key 1 1. Br H O OH Br O O OH O O Br + H 2 O H 2 O + OH H + O . Et O O O OEt OEt H + Et O O O OEt Et O O + Me O + H OEt O Et O O O OEt H OEt O O Et O O O OEt EtO O O OEt O EtO O O O EtO O O H + OEt O EtO O O O O H 3 O 2. H 3 O + 1. HO + CO 2 A B Figure s by MIT OCW. 2
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2 O O O O OEt dil. HOAc N C N C NaCN NaCN dil. HOAc H CH 3 CH 3 CH 3 CH 3 CH 3 O OEt H 3 O H 3 O D D HO HO O O O O O OH OH EtO EtO (a) (b) H B OMe 1 1 2 2 3 3 4 4 5 5 O O O OMe OMe OMe O 5 O B H O O O Me Figure s by MIT OCW. 3. 4.
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