Question

Retrosynthetic Techniques for Aldehyde/Ketone Reactions

Answer 1

mostly review for my exam tomorrow

Answer 2

from there proceed w/ elimination mechanism, using PBr3 to convert the OH to a Br and subsequent elimination w/ EtONa + EtOH

also can use PBr3 to convert any alcohol to Br, then attack for Gringnard, these are important for extending carbon chains

Answer 3

if you want to add an OH to the anti-markovnikov end use hydroboration oxidation BH3 with THF under peroxide conditions H2O2

Answer 4

if you need to add something to the terminal end of an alkyne use NaH to rip off the terminal hydrogen and XI where X is the group you want to add and I is the iodine to make a good LG

Answer 5

special case: if you want to extend the chain on an alcohol by exactly 2 carbons we can use a grignard to add oxirane; grignards will attack the least hindered end on the oxirane, opening up the ring, so the later O can be protonated with H3O+