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