Why is there no rearrangement DESTROYER 2016

This forum made possible through the generous support of SDN members, donors, and sponsors. Thank you.
Get help with your application

Use all the free resources available to you from SDN: articles, guides, expert advising, forums discussions, and school research.

Also, how is 206 not e?
A palindrome in genetics is not like English might be like (word forward=word backwards). Here, it means that the 5' and 3' ends of a nucleotide, usually a restriction enzyme site, are complementary. So, it is 5' CCTAGG 3'. 5' CCT is complementary to the 3' GGA.

Why doesn't this do ring expansion?
This is a hydroboration oxidation reaction of an alkene. Therefore, you add anti markovnikov.
 
A palindrome in genetics is not like English might be like (word forward=word backwards). Here, it means that the 5' and 3' ends of a nucleotide, usually a restriction enzyme site, are complementary. So, it is 5' CCTAGG 3'. 5' CCT is complementary to the 3' GGA.


This is a hydroboration oxidation reaction of an alkene. Therefore, you add anti markovnikov.
There's no carbocation in hydroboration correct? And wow I don't know what I was thinking. Thanks
 
Advertisement - Members don't see this ad
Why doesn't this do ring expansion?
You are indeed the perspicacious student ! An exocyclic double bond on a 3 or 4 membered ring does indeed indicate a rearrangement of some sort. HOWEVER, not here. The hydroboration reaction was developed by my dear friend Dr. Herbert C. Brown. I have met him a few times, and he was the kindest man I ever known. This reaction earned Dr. Brown the 1979 Nobel Prize in Chemistry ! No rearrangements occur with this reaction since no carbocation or even carbanion is involved. You need not bother yourself with the mechanistical details. You simply must remember to do an Anti-Matkovnikov addition, with syn stereochemistry. This reaction is usually employed to give alcohols.

Hope this helps.

Dr. Romano