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Alcohol Synthesis Summary
Reaction Summary
Thiol synthesis via SN2 with sodium hydrosulfide
a)

Alcohol synthesis via SN2 with hydroxide
b)

Acid hydrolysis of an alkene
c)

Markovnikov alcohol
Markovnikov Oxymercuration/Demercuration of an alkene in water
d)

Markovnikov alcohol
Anti-Markovnikov hydroboration of an alkene
e)
Anti-Markovnikov alcohol

Syn-dihydroxylation of an alkene using osmium tetroxide
f)
cis glycol

Syn-dihydroxylation of an alkene using potassium permanganate
g)

cis glycol
Epoxidation of an alkene followed by acid hydrolysis
h)

trans glycol
Acetylide attack of an epoxide
i)

Acetylide attack of a carbonyl
j)

Synthesis of a Grignard reagent
k)

Synthesis of organolithium reagent
l)

Grignard reagent attacks of carbonyls
m)

n)

o)

p)

q)

Grignard attack of epoxides
r)

Synthesis of a Gilman reagent
s)

Gilman reagent with alkyl halide
t)

Reductions of carbonyls
u)

v)

w)

x)

y)

z)

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