from rpf organic

Badiya sawaal. First of all a list of reactions which we cannot use :

1. Carbonyl reductions(W-K, Clemmensen, etc)
2. Mozingo protection(addition of alcohol)
3. Ester hydrolysis(because nucleophilic addn can happen at the solitary ketone group too, and esters are less reactive to Nu addition than are ketones)
4. Normal reductions(LiAlH₄, NaBH₄, etc)

@Pritish, LiAlH4 can be used , but not NaBH4

@ tushar LiAlH4 will reduce ketone
pritish 2 is the only way to protect the carbonyl group , we can form cyclic acetals that are stable

Yes sure. And then you'll reduce the ketone as well. And when you try to oxidise it back, -CH₂OH ko kaun bachayega?

Ok if you say so RPF...seems to be no other method.
All reactions we could possibly use are based on nucleophilic addition or acid-catalysed enolisation.

You know what's wrong with this method?
-OH can leave and ring can expand...

well wat tushar has wriiten is correct

this is wat is given in solomon

@pritish

ur argument is also a valid one

but that will take place via SN1 mechanism so requires a great free energy barier to cross

so that will be a minor product (may be that y solomon has given yield to be 98%)

Well if Solomons says the method is fine I have no issues.