User:Etienne Robillard/Notebook/Isocyanide

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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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