Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 8, Pages 5188-5198Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c00007
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Funding
- Taishan Scholars Construction Projects of Shandong [tsqn201812075]
- Natural Science Foundation of Shandong Province for Distinguished Young Scholars [ZR2020JQ07]
- Youth Innovation Science and Technology Plan of Colleges and Universities in Shandong Province [2019KJC003]
- Natural Science Foundation of China [21702115, 21801007]
- Natural Science Foundation of Shandong Province, China [ZR2019PB020, ZR2017BB028, ZR2016JL012]
- Qingdao University of Science Technology
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This study reports a [4+2] cycloaddition catalyzed by Lewis acid HfCl4, leading to high yields of polysubstituted 4H-pyrans. The reaction conditions are mild and exhibit excellent selectivity.
Herein we report Lewis acid HfCl4-catalyzed [4 +2] cycloaddition between beta,gamma-unsaturated alpha-keto esters and varioussymmetric or unsymmetric alkynes, giving the desired polysub-stituted 4H-pyrans in up to 98% yield and with excellentregioselectivity (>99:1) via a vinyl carbocation under mild conditions
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