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Chemistry Forums for Students => Undergraduate General Chemistry Forum => Topic started by: mesutozil on May 10, 2012, 06:14:05 AM

Title: Why does this Dieckmann Cyclisation not work?
Post by: mesutozil on May 10, 2012, 06:14:05 AM
http://www.flickr.com/photos/33218194@N08/7169957524/#/photos/33218194@N08/7169957524/lightbox/ (http://www.flickr.com/photos/33218194@N08/7169957524/#/photos/33218194@N08/7169957524/lightbox/)

What product would be formed instead from this reaction? And why is B not formed  ???

I think its something to do with the product from cyclisation of A not having acidic protons but not sure?

Thanks!  ;D
Title: Re: Why does this Dieckmann Cyclisation not work?
Post by: AWK on May 10, 2012, 07:25:15 AM
http://books.google.pl/books?id=Y7yFyZjSy2IC&pg=PA149&lpg=PA149&dq=dieckmann+condensation+limitations&source=bl&ots=oLWhmH_6bp&sig=sIyoM4-BSWqKfb2biCiEte-6od8&hl=pl&sa=X&ei=YaSrT9OOCsHn-gaw_PmfCg&ved=0CH4Q6AEwBg#v=onepage&q=dieckmann%20condensation%20limitations&f=false
see page 150