Organic Letters
Organic Letters
5 years ago

A Catalytic Enantioselective Iodocyclization Route to Dihydrooxazines

A Catalytic Enantioselective Iodocyclization Route to Dihydrooxazines
Rahul Suresh, Amit Kumar Simlandy, Santanu Mukherjee
The first catalytic enantioselective synthesis of 5,6-dihydro-4H-1,2-oxazines bearing an oxygen-containing quaternary stereogenic center has been developed through iodoetherification of γ,δ-unsaturated oximes. This operationally straightforward reaction is catalyzed by Cinchona alkaloids-based bifunctional tertiary aminothiourea derivatives and furnishes the products generally in good to excellent yields and with moderate to high enantioselectivities (up to 97:3 er).

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.8b00002

DOI: 10.1021/acs.orglett.8b00002

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