User:Etienne Robillard/Notebook/Formulas

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Current revision (22:18, 10 May 2013) (view source)
 
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=== Ugi route to Wilmslow ===
=== Ugi route to Wilmslow ===
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# 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 ===
<biblio>
<biblio>
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#Hoffman1 pmid=16953613
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#Ugi1 pmid=16953613
// Would <s>Zyklon-B</s> Tabun, by any other name, smell as sweet?  
// Would <s>Zyklon-B</s> Tabun, by any other name, smell as sweet?  
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#Hoffman2 http://www.chem.ucalgary.ca/courses/351/Carey5th/Ch17/ch17-3-4-2.html
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#Ugi2 pmid=19122868
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#Hoffman3 http://www2.chemistry.msu.edu/faculty/reusch/virttxtjml/aldket1.htm
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// ketones variant (Scheme 5, figures 26c, 26d.)
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#Acetal1 http://www.chem.ucalgary.ca/courses/351/Carey5th/Ch17/ch17-3-4-2.html
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#Acetal2 http://www2.chemistry.msu.edu/faculty/reusch/virttxtjml/aldket1.htm
#Wikipedia http://en.wikipedia.org/wiki/Isonitrile
#Wikipedia http://en.wikipedia.org/wiki/Isonitrile
</biblio>
</biblio>
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=== Did you know? ===
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In 1846, the first public demonstration of the use of ether vapors for chirurgical anesthesia was achieved by Dr. William T.G Morton at the  [https://en.wikipedia.org/wiki/Ether_Dome Ether Dome], a building located at the Massachusetts General Hospital in Boston.

Current revision

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. . pmid:16953613. PubMed HubMed [Ugi1]
    Would Zyklon-B Tabun, by any other name, smell as sweet?

  2. Simila ST and Martin SF. . pmid:19122868. PubMed HubMed [Ugi2]
    ketones variant (Scheme 5, figures 26c, 26d.)

  3. http://www.chem.ucalgary.ca/courses/351/Carey5th/Ch17/ch17-3-4-2.html [Acetal1]
  4. http://www2.chemistry.msu.edu/faculty/reusch/virttxtjml/aldket1.htm [Acetal2]
  5. http://en.wikipedia.org/wiki/Isonitrile [Wikipedia]
All Medline abstracts: PubMed HubMed

Did you know?

In 1846, the first public demonstration of the use of ether vapors for chirurgical anesthesia was achieved by Dr. William T.G Morton at the Ether Dome, a building located at the Massachusetts General Hospital in Boston.

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