Alkyne + (1. NaNH2/Et2O 2. RI)
Alkyne + (H2; Lindlar Pd - EtOH)
Catalytic Hydrogenation (Stops at alkene)
Markovnikov Oxidation
Na/NH3
NaNH2/Et2O
Alkyne + (H2; Pd/C - EtOH)
Alkyne + (H2O, H2SO4, HgSO4)
Deprotonation
Br replaces H on C next to alkene
1. BH3/THF 2. H2O2, NaOH, H2O
NBS/CCl4/heat
Benzene Ring, -OH something + (H2SO4)
Catalytic Hydrogenation (All the way)
Attach R to Alkyne
Anti-Markovnikov Oxidation
Alkyne to Alkene (Trans)
loss of -OH, attachment to ring