+ (i) Hg(OAc)2/HOH/THF ---> ??
(ii) NaBH4/NaOH
There will be anti addition of water or syn addition ??
39As the demercuration step involves radical reactions, the stereochemistry of this reaction is scrambled. It undergoes overall syn as well as overall anti addition.
The oxymercuration step is syn, though. But after demercuration, both anti and syn products are obtained.
1in OMDM (1) is is anti addition
in HYDroboration is syn addition
see the intermediates
1@ pritish
why... the cyclic intermediate formed after oxymercuration will be attacked from the opp side by water....so shouldn't it be anti???????
39oh ya oxymercuration is anti....mercurinium bridged ion is formed which is attacked by water in SN2 type reaction(backside) leading to anti product...overall products are still syn and anti however!
thanks rickde :)
13what wud hav bin d ans in case d substrate ws trans.....?
1@ Deepanshu even if d substrate was trans d addition wud b same bt products wll b different
like wen der is anti addition wid d trans alkene d products formed r meso &
wen der is syn addition is der wid trans alkene d product formed is racemic
remember dis
cis alkene + syn addition = product is meso
cis alkene + anti addition = product is racemic
trans alkene + syn addition = product is racemic
trans alkene + anti addition = product is meso
13@ parjanya
lady i knw tht
bt wt i ve heard is tht hydroboration exclusively gives syn addition product....
olso u wont get any meso products here ....
so i guess answrs here shud be d same bt i m nt sure
btw i lykd ur punchlyn......! awesum
