I have a doubt...If I add LiAlH4 to a α-β unsaturated ester what will I get?
LiAlH4 + -C=C-C=OOR
LiAlH4 will reduce only the C=O
Or will reduce before C=C and then C=O ?
I've seen an example with an unsaturated ketone and LiAlH4 has reduced only the C=O.
But here I have an ester and its C=O should be less reactive...so perhaps could happen that LiAlH4 attacks the C=C first.
So with an ester can LiAlH4 give 1,4 addition (and then 1,2 if in excess) ?? ....like RLi that gives 1,2 addition with aldehydes and ketones while 1,4 with ester and amide...??