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Unformatted text preview: 3. (20 points) Which product would be formed, and why? 1 H NMR: 9.48 s, 1H 6.19 s, 1H 5.93 s, 1H 2.18 t, 2H, J = 7.6 Hz 1.2-1.5 br m, 8 H 0.87 t, 3 H, = 7.0 Hz 13 C NMR: 194.6, d 150.4, s 133.7, t 31.5, t 28.8, t 27.7, t 27.6, t 22.4, t 13.9, q H O O O D C 9 H 16 O C O MgCl HO HO HO HO HO HO HO HO O OH S S I S = same I= inverted O H O O H H O OH O + D 5. (20 points) Draw a detailed arrow-pushing mechanism for the transformation of E to F . O Br Bu 3 SnH AIBN a b c d e f g O E F bb bf Sn-H g-Br Sn-Br e-H h-e h-g R H SnBu 3 O Br SnBu 3 O + Bu 3 SnBr O O H SnBu 3 O + SnBu 3 h g e f...
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This note was uploaded on 07/08/2008 for the course CHEM 331 taught by Professor Kramer during the Spring '08 term at University of Delaware.
- Spring '08