Journal
ORGANIC LETTERS
Volume 21, Issue 7, Pages 1979-1983Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00035
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Funding
- National Natural Science Foundation of China [21871260, 21502192]
- Chinese Academy of Sciences [XDB20000000]
- Chinese Recruitment Program of Global Experts
- Fujian Natural Science Foundation [2018J05035]
- China Postdoctoral Science Foundation [2018M630734]
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Inverse-electron-demand Diels-Alder reactions have attracted intense research focus. However, enolate and enamine are the most employed intermediates to realize such transformation, and the use of dienolate intermediate remains elusive. Reported herein is the asymmetric inverse-electron-demand oxa-Diels-Alder reaction between allyl ketones and alkenyl 1,2-diketones using a bifunctional thiourea catalyst. The reaction afforded various highly functionalized dihydropyrans with good to excellent enantioselectivities under mild conditions, and further novel transformations on the products have also been realized.
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