Journal
ORGANIC LETTERS
Volume 18, Issue 5, Pages 1190-1193Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00322
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Funding
- Dalian Institute of Chemical Physics, Chinese Academy of Sciences
- National Natural Science Foundation of China [21572226]
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The first copper-catalyzed asymmetric formal [4 + 2] cycloaddition of o-aminophenol derivatives with propargylic esters as the bis-electrophilic C2 synthons for the stereoselective construction of chiral 2,3,4-trisubstituted 2H-1,4-benzoxazines bearing an exocyclic double bond has been developed. By using a structurally modified chiral ketimine P,N,N-ligand, a wide range of optically active 2H-1,4-benzoxazines were prepared in high yields and with excellent enantioselectivities (up to 97% ee).
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