diyne+diol

This is **Charles igwe** contribution on **diyne idol synthesis** This is a realy unique synthesis. The method of putting together the dione is especially interesting You just need to supply a word description and you are done. Bruce Bondurant
 * This is a carbon to carbon bonding (c-c bond)**

__This is Charles Igwe detailed analysis contribution on diyne idol__ __**DESCRIPTION OF DIYNE DIOL**__ Thank to Dr James Hardy Udofaka (USF)
 * Two equivalents of Acetylene react with two equivalents of sodium, it will give two moles of sodium Acetylide and you will notice that when**
 * two moles of sodium Acetylide react with butane 2-3 dione, followed by aqueus acid on a work up, it will give the desired target molecule**
 * reaction of sodium Acetylide with 2.3 butanedione to form product.** **The nucleophilic anion is strongly stabulizes on the carboxyl carbon**



Andrew O'Neill



1 Acetaldehyde is converted into an Alkyne via the Corey-Fuchs reaction. First acetaldehyde is transformed into a dibromoalkene then treated with butyllithium to change it into an alkyne. The last part of the Corey-Funchs reaction is adding an alkyl halide to remove lithium and add a methyl group, but it may also be treated with H2O to add a hydrogen. 2. The alkyne is then oxidized by permanganate in cold water to produce a diketone. It is important that the water be cold and as neutral as possible as to allow the losing of two water molecules to form the double bonded oxygens which in hindsight I should have drawn. 3. Ethyne is then reacted with the base sodium amide forming acetylide. Acetylide then attacks the back of the carbons bonded to the oxygens leaving them single bonded. The oxygens the strip nearby protons from water forming an alcohol forming the final product. Amazing! I have never seen it done this way before. I learned new reaction, Thank you. I looked this one up in wikipedia, but if you put some references on it, it will help your score.

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They make use of the reaction on the second page under scheme 4 but I have not been able to find anyone using it to make this specific compound. I have mostly been seeing it used on large rings but I havent seen anything to make me believe it wouldnt work on something much smaller. Of the ones I have seen they all seem to have very high yeild but they were all on very large compounds. Here is also an explanation of the reaction which I found more helpful than the wiki page.

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