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Reactions of nitrosovinylphosphonates with electron-rich alkenes and heterocycles

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In the presence of a base, chlorohydroxyiminophosphonates are converted in situ into the corresponding transient nitrosovinylphosphonates, which react as heterodienes with electron-rich alkenes and heterocycles producing oxazines and open-chain oximes in moderate yields and good selectivity. This approach may be regarded as a new strategy for the synthesis of precursors of α-amino phosphonic acids.

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Nitrosoalkene Diels-Alder A-aminophosphonates Nitrosovinylphosphonates Heterocycles Cicloadição

Citation

Lemos, A.; Guimaraes, Emanuel; Lopes, Marta. Reactions of nitrosovinylphosphonates with electron-rich alkenes and heterocycles. Phosphorus, Sulfur, and Silicon and the Related Elements, 182, 9, 2149-2155, 2007.

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