A novel and efficient stereocontrolled method has been developed for the preparation of chiral 3,4-dihydro-2-naphtho[1,2-][1,4]oxazin-2-ones by the reaction of benzoxepine-4-carboxylates with chiral amino acid ethyl esters for the first time. The chiral 3,4-dihydro-2-naphtho-1,4-oxazinones have been achieved in one step by the formation of C-N, C-C, and C-O bonds.

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http://dx.doi.org/10.1021/acs.joc.9b02624DOI Listing

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A novel and efficient stereocontrolled method has been developed for the preparation of chiral 3,4-dihydro-2-naphtho[1,2-][1,4]oxazin-2-ones by the reaction of benzoxepine-4-carboxylates with chiral amino acid ethyl esters for the first time. The chiral 3,4-dihydro-2-naphtho-1,4-oxazinones have been achieved in one step by the formation of C-N, C-C, and C-O bonds.

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