Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 5, Pages 968-974Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0qo01236j
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Funding
- Singapore National Research Foundation, Prime Minister's Office for the NRF Investigatorship Award [R-143-000-A15-281]
- National University of Singapore [C-141-000-092-001]
- National Natural Science Foundation of China [21672158]
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A highly enantioselective [4 + 2] cycloaddition reaction has been developed for the reaction of aurone-derived 1-azadienes with 3-vinylindoles using chiral phosphoric acids as catalysts. This reaction yields a wide range of benzofuran-fused tetrahydropyridines with three contiguous stereogenic centers, in good yields and with excellent diastereo- and enantio-selectivities.
A highly enantioselective [4 + 2] cycloaddition reaction of aurone-derived 1-azadienes with 3-vinylindoles has been developed. In the presence of chiral phosphoric acids, a wide range of benzofuran-fused tetrahydropyridines with three contiguous stereogenic centers were obtained in good yields, and with excellent diastereo- and enantio-selectivities.
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