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DOI: 10.1055/sos-SD-225-00172

Chemler, S. R.; Wdowik, T.Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (20171382.

The aminooxygenation strategy has been used in the stereoselective synthesis of morpholines. The method, involving a stoichiometric amount of copper(II) 2-ethylhexanoate that, in the presence of base and a nucleophile (nitrogen source), transforms alkenes 81 with a tethered alcohol group into the corresponding oxygen heterocycles 82 (Table 10).[‌77‌] The reaction occurs with high stereoselectivity and is compatible with different nucleophiles (sulfonamides, amides, and azides). Formation of five-membered rings is also possible by this protocol.

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M8 M8 Meeeeeeeee Meeeee (%) Mee
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