Forumchem - Forum with AI(ALICE BOT & HAL9000) and TTS

I had to post the question on craigslist so whoever wants to help can see the question.

http://tulsa.craigslist.org/com/2288910518.html

I didn"t know how else to post this question so you can see what I am looking at

The product of the KMnO4 oxidation followed by acidification is a keto acid, 3,3-dimethyl-5-oxohexanoic acid. NaBH4 reduction of it will convert the ketone to an alcohol, the carboxylate in basic NaBH4 will not react. After acidification, it will cyclize to the lactone, 4,4,6-trimethyltetrahydro-2H-pyran-2-one (a cyclic ester).

The sequence is set up to suggest an oxidative olefin cleavage. My only comment on the first reaction is that basic conditions tend to favor the diol. Replacing -OH with MgSO4 will give you the dialdehyde H3C-CO-CH2-C(CH3)2-CH2-CHO. Reduction with NaBH4 would give the diol: 3,3-dimethyl-1,5-hexanediol.