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Synthesis 2022; 54(02): 421-428
DOI: 10.1055/a-1643-8526
DOI: 10.1055/a-1643-8526
paper
Enantioselective Transfer Hydrogenation of Oxocarbenium Ions Enables Asymmetric Access to α-Substituted 1,3-Dihydroisobenzofurans
This work was financially supported by the Postdoctoral Innovation Project of Shandong Province (No. 202001003), the National Science Foundation of China (No. 21801093), and China Postdoctoral Science Foundation (No. 2019M662321).
Abstract
Reported here is an efficient enantioselective transfer hydrogenation of cyclic oxocarbenium ions generated in situ through collapse of the corresponding acetal substrates. The asymmetric approach provides straightforward access to a variety of chiral α-aryl substituted 1,3-dihydroisobenzofurans in high yields with excellent enantioselectivities. α-Alkynyl substituted 1,3-dihydroisobenzofurans were also proved to be suitable substrates. In addition, when the reaction was performed at gram scale, the desired product was obtained in good yields with excellent enantioselectivity.
Key words
enantioselectivity - transfer hydrogenation - oxocarbenium ions - α-substituted 1,3-dihydroisobenzofurans - asymmetric catalysisSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1643-8526.
- Supporting Information
Publikationsverlauf
Eingereicht: 22. Juli 2021
Angenommen nach Revision: 17. August 2021
Accepted Manuscript online:
13. September 2021
Artikel online veröffentlicht:
17. September 2021
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