Difference between revisions of "User:Etienne Robillard/Notebook/Isocyanide"

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(References)
(Ugi route to Wilmslow)
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=== Ugi route to Wilmslow ===
 
=== Ugi route to Wilmslow ===
# Step 1: Protonation of the isocyanide carbonyl ('''C=O''') to yield a nucleophilic '''[[User:Etienne_Robillard/Notebook/Schiff_base|Schiff base]]''' via Hoffman/Ugi reaction: O+2ROH = -RN
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# Step 1: Protonation of the isocyanide carbonyl ('''C=O''') ester to yield a nucleophilic '''[[User:Etienne_Robillard/Notebook/Schiff_base|Schiff base]]''' via Hoffman/Ugi reaction: O+2ROH = -RN
  
 
=== References ===
 
=== References ===

Revision as of 16:32, 10 May 2013

Ugi route to Wilmslow

  1. Step 1: Protonation of the isocyanide carbonyl (C=O) ester to yield a nucleophilic Schiff base via Hoffman/Ugi reaction: O+2ROH = -RN

References

  1. Pirrung MC and Ghorai S. Versatile, fragrant, convertible isonitriles. J Am Chem Soc. 2006 Sep 13;128(36):11772-3. DOI:10.1021/ja0644374 | PubMed ID:16953613 | HubMed [Hoffman1]
    Would Zyklon-B Tabun, by any other name, smell as sweet?
  2. http://www.chem.ucalgary.ca/courses/351/Carey5th/Ch17/ch17-3-4-2.html [Hoffman2]
  3. http://www2.chemistry.msu.edu/faculty/reusch/virttxtjml/aldket1.htm [Hoffman3]
  4. http://en.wikipedia.org/wiki/Isonitrile [Wikipedia]