13.8 Alcohol Synthesis Summary

Reaction Summary

Thiol synthesis via S_N2 with sodium hydrosulfide

a)

Alcohol synthesis via S_N2 with hydroxide

b)

Acid hydrolysis of an alkene

c)

Markovnikov Oxymercuration/Demercuration of an alkene in water

d)

Anti-Markovnikov hydroboration of an alkene

e)

Syn-dihydroxylation of an alkene using osmium tetroxide

f)

Syn-dihydroxylation of an alkene using potassium permanganate

g)

Epoxidation of an alkene followed by acid hydrolysis

h)

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)