Thursday, July 14, 2011

A failed reduction by LAH

The reduction by LAH on the following compound failed to give the desired product.
Instead, the allyl alcohol isolated.
So mechanismly, the hydride added to the double bond and the so-formed carbon anion caused the nitrile on the alpha position to eliminate.
But whether the ester is reduced before it or after is not clear now.


milkshake said...

maybe you should try a reduction with DIBAL, 5 equivalents, -78C to RT

Anonymous said...

tv baratas