Intra-Molecular y-Hydroxy Oxime Formation Barton Nitrite Ester Reaction

5 Intra-Molecular y-Hydroxy Oxime Formation (Barton Nitrite Ester Reaction) 

Addition of radical trapping agents can extend the functionality of the Barton nitrite ester reaction. The Cekovic group added Michael acceptors to the reaction, and the carbon-centered radical adds to the Michael acceptor to form a chain elongated product 10. A large excess of Michael acceptor is necessary for yields to be practical. 

Hypervalent iodine has been thoroughly investigated as a catalytic, non-metal oxi-dant.25.26 Reagents involving hypervalent iodine are typically safe, green, and then-reactions simple to employ. Its utility will be explored throughout the rest of this chapter. 

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