papa

yes unfortunatly I know all of that, still I think the reaction may be posible in mild conditions through reductive alkylation e.g - adamantane-NH2 + Acetone+ NaBH4 (or any other ketone or aldehyde as well)... what do you think??? no rearengment could never happen in that way, also I can try adamantanone and different amines, though the bulkyness is still a problem...

I would like to make a library if possible. for example: the reaction of 1-amino adamantane with ethyl bromide did go well but when I use isopropyl bromide the yield is very low (I try different methods to make it happen no success yet) any suggestions??? though it seems very easy the adamantyl group is very bulky... for example the reaction between alkylamine (such as propylamine) and bromoadamantane is mostly done in a closed chamber at 170-200 oc (pressure tube) and the yield is still low...I would like to make a library if possible. for example: the reaction of 1-amino adamantane with ethyl bromide did go well but when I use isopropyl bromide the yield is very low (I try different methods to make it happen no real success yet) any suggestions???

does any body know how to alkylate an amino adamantane? that is to prepare adamantane-amine-alkyl??