Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 12, Pages 3566-3570Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob00001g
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Funding
- National Basic Research Program of China (973 program) [2011CB808600]
- National Natural Science Foundation of China [21172221]
- Chinese Academy of Sciences
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An effective enantioselective 6-endo bromoaminocyclization of 2,4-dienyl N-tosylcarbamates catalyzed by a chiral phosphine oxide-Sc(OTf)(3) complex is described. A wide variety of optically active 5-bromo-1,3-oxazinan-2-ones containing various functional groups can be obtained in 61-91% yields and 92-99% ees. An additive, such as NaCl, has been found to be crucial for the reaction process.
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