66. Which sequence of reagents works best to convert 1-methyl-1-vinylcyclohexane to
E-1-methyl-1-(prop-1-en-1-yl)cyclohexane?
?
(A) 1. NaOCH
3, CH
3OH 2. NaNH
2 3. Br
2 4. H
2 (excess), Pd/C
(B) 1. Br
2 2. NaNH
2 3. NaNH
2, then CH
3Br 4. Na, NH
3
(C) 1. BH
3*THF 2. Br
2 3. NaCN
4. Na, NH
3
(D) 1. NaCN 2. HO-
, H
2O
2 3. NaNH
2, then CH
3Br 4. Na, NH
3
(E) 1. BH
3*THF 2. Br
2 3. NaNH
2, then CH
3Br 4. H
2 (excess), Pd/C
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