Nitrile oxide type cycloadditions seem to be the rage right now, as evidenced by TotSyn's account of Ley's bengazole synthesis. Here's a concise Philip Fuchs synthesis of the histrionical histrionicotoxin, one of those notorious frog alkaloids each of which seems to take the brain to some kind of high.
I liked the way the delicate N-O bond is formed at an early stage, and kept intact till the end, when it is cleaved by Zn-AcOH. The formation of two aldehydes leading to the two enynes, was slotted to happen to from the start as can be seen.
JACS (Communication) DOI: 10.1021/ja065015x
No comments:
Post a Comment
Markup Key:
- <b>bold</b> = bold
- <i>italic</i> = italic
- <a href="http://www.fieldofscience.com/">FoS</a> = FoS