One-Pot Synthesis of Enantiopure Spiro[3,4-dihydrobenzo[ b ][1,4]oxazine-2,3'-oxindole] via Regio- and Stereoselective Tandem Ring Opening/Cyclization of Spiroaziridine Oxindoles with Bromophenols.
JOURNAL OF ORGANIC CHEMISTRY(2019)
摘要
A highly efficient regio- and stereoselective spiroaziridine ring opening with 2-bromophenols and a subsequent tandem cyclization reaction was developed for the one-pot synthesis of enantiopure 3,4-dihydrospiro[benzo[b][1,4]oxazine-2,3'-oxindole] with excellent enantiopurity (ee up to >99%). It is further extended to asymmetric synthesis of NH-free 3,4-dihydrospiro[benzo[b] [1,4]oxazine-2,3'-xindole] retaining the optical activity.
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关键词
Enantioselective
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