3.30 More Epoxide Synth Answers

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Synthesis Practice: Making C-C Bonds

1. Provide a complete synthesis of the following desired products. You may use any organic or inorganic
reagents in addition to the indicated starting materials. You do not need to show any mechanisms.

a) Starting Materials= Any compounds with 3 or fewer carbon atoms

O 1. mix OH
+
MgBr 2. H+ wkup
(+/-)

1. NaH
2. MeI

OMe

(+/-)
Desired Product

b)

1. PBr3

OH 2. Mg, Et2O MgBr


Starting Material

O
1. Ph

2. H+ wkup

Br

OH Br2 O

Ph Ph
(You may ignore stereochem.)
Desired Product

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