Midterm Key - UCLA
Midterm Key - UCLA
Midterm Key - UCLA
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Chemistry 144, Fall 2004 Name: KEY<br />
Page 5<br />
4. (18) Propose reactions for the following transformations.<br />
Pay Attention to Stereochemistry.<br />
A.<br />
B.<br />
C.<br />
O<br />
O<br />
O<br />
COOH<br />
O<br />
NMe2<br />
1a) BuLi THF<br />
O<br />
b)<br />
NMe2 2) Ph2CuLi THF<br />
1) SOCl 2<br />
2) i-BuCuMgBr Et 2 O<br />
1) NH 2-NHTs NaBH 3CN<br />
2) LiBH4 EtOH<br />
3) Dibal THF<br />
3) BH3 CBs cat. THF<br />
O<br />
HO<br />
OH<br />
One En antiomer<br />
O<br />
H
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