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Acetal Formation
2 equiv alcohol, acid catalyst, -H2O
acetal hydrolysis
H2O, acid, heat
Imine formation
NH-R, ph 4-5, -H2O
enamine formation
R2NH, ph 4-5, -h2o
oxime formation
NH2OH, ph 4-5, -h2o
hydrazone formation
H2N-NH2, ph 4-5, -h2o
N nucleophile hydrolysis
H3O+
Grignard alcohol synth
R-MgX, H3O+
small hydride reduction
NaBH4, H3O+
big hydride reduction
LiAlH4, H2O work up, H3O+
Wolff-Kischner
N2H4, PH 4-5, -H20 : KOH
reductive amination
ph 4-5, R-NH2, -H2O, NaCNBH3
Wittig
R-Br, PPh3, nBuLi,
Aldol addition
base, cold
Aldol condensation
base, heat
Directed Aldol w/ condensation
LDA -78C, donor dropwise 0C, heat