Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 32, Pages 10124-10127Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b06509
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Funding
- 973 Program [2011CB808600]
- NSFC [21172176, 21372180]
- Hubei NSF [ZRZ0273]
- Fundamental Research Funds for the Central Universities
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An unprecedented cascade vinylogous Mukaiyama 1,6-MA/MA of 2-silyloxyfurans and azoalkenes was realized with a Cu(II)/Bu-t-Box complex. An array of fused butyrolactones containing multiple stereocenters was generally obtained in good yield (up to 90% yield) with exclusive diastereoselectivity (>20:1 dr) and excellent enantioselectivity (up to 99% ee). Carbon isotope effects measured by C-13 NMR revealed a stepwise mechanism for this annulation process.
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